Maitland Real Estate Search

Maitland Properties for Sale

Our website features the best Maitland real estate search for homes, condo, and land properties available. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes. 

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Maitland Properties for Sale

Curious about what’s happening in the Maitland real estate market? Sign up for a  Maitland Real Estate Market Report to see what’s active, under contract, and sold!

Newest Maitland Properties for Sale

3 Beds 2 Baths Lakewood Shores 2nd Add SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Now is your chance to own this well-loved POOL HOME in Maitland, a city rich in history. Nestled on a cul-de-sac within a community w/out HOA fees you can enjoy living the FL lifestyle you deserve and take advantage of deeded access to Lake of the Woods where you can fish, boat, or enjoy its natural beauty. The owner has taken pride through the years and if you are looking for a future investment or a home to make your own, this may be the opportunity you have been waiting for. This ONE-STORY ranch offering 3 beds and 2 full baths provides a wonderfully open, light, and bright VERSATILE FLOOR PLAN to accommodate your needs. Upon entering you can’t help but notice the expansive living area perfect for entertaining and you will love the picture window that brings the outside in. This area flows seamlessly to the well-appointed eat-in kitchen which boasts granite countertops, a breakfast bar, a cozy eating area, lots of cabinetry, and a window above double stainless sinks that looks out into the amazing backyard. All appliances including a wine refrigerator convey. The split bedroom plan affords great privacy. The primary suite which includes an en suite bath with a walk-in shower and double closets is nestled away from the other two bedrooms which share the main bath boasting double sinks and a shower/tub combination. Four sets of French doors offer a seamless transition to your BACKYARD OASIS. The PAVED COVERED PORCH and POOL areas have recently been power washed and the FENCED-IN PRIVATE BACKYARD is perfect for playtime and your furry friends to roam. This peaceful atmosphere allows you to unwind at the end of a busy day, enjoy your coy pond, entertain family and friends with a BBQ, or swim laps in the 15’ X 32’ pool. The side yard provides a wonderful space to garden and grow herbs. This home also features a 6’ X 14’ INSIDE LAUNDRY ROOM with plenty of storage space and a two-car OVERSIZED GARAGE with a newly updated ceiling and walls of pegboard to organize your tools. You can rest easy knowing there is a TERMITE BOND in place and a HOME WARRANTY will be offered at closing! The roof was installed in 2016, replumbed in 2020, and the electrical panel has been updated. This PRIME LOCATION is located minutes away from US – 17/92 (Orlando Ave.), SR 414 (Maitland Blvd.), Hwy 436, and I-4. This property may be under audio & visual surveillance.

233 Summerwood Trail, Maitland

4 Beds 2.5 Baths Stonewood First Add SubDv. 32751 Zip Code
Tranquil Lakeside Retreat in Established Stonewood Neighborhood Discover the charm and serenity of this exquisite lakeside home, nestled in a well-established and peaceful neighborhood. This residence offers the perfect blend of quiet living with close proximity to downtown Orlando, making it an ideal retreat from the hustle and bustle of city life. Key Features: **Waterfront Living:** Wake up to stunning water views and enjoy the tranquility of a small lake right in your backyard. This property is a gardener's dream, offering mature landscaping that provides privacy and a perfect canvas for new inspiration. **Nature's Oasis:** Relax to the soothing sounds of a stone waterfall, located just outside the master bedroom and formal living room. Equipped with a new pump and timer, this feature brings the beauty of nature to your doorstep. **Spacious Living Areas:** The large kitchen and dining area are perfect for entertaining guests. Enjoy cozy evenings by the fireplace, with French doors that open to breathtaking lake views at sunset. **Outdoor Potential:** With ample space to build a sizable dock, you can fully embrace the lakeside lifestyle. **Oversized Garage:** The garage features a newer epoxy floor and abundant built-in storage for all your tools and supplies, ensuring a tidy and organized space. This lakeside haven offers peaceful living with easy access to downtown Orlando. Don't miss your chance to own this unique property that promises relaxation and natural beauty. Schedule a viewing today and envision your future in this tranquil retreat.

973 Stonewood Ln, Maitland

4 Beds 3.5 Baths Oaks Maitland SubDv. 32751 Zip Code
An Undeniable Gem in The Oaks of Maitland! 4 Bedrooms, 3.5 Bathrooms, 3,602 sf split level floor plan, screen enclosed saltwater pool, .52-acre creek-front lot, meticulously maintained landscaping, fenced yard, and full renovation completed in 2020. This home is the perfect blend of convenience and tranquility. Breathtaking entry with custom glass front door. The floor to ceiling stone fireplace is the focal point of the inviting living and dining room spaces that feature stained whiteoak flooring and are filled with natural light from the clerestory windows, skylights, and soaring 26-foot tongue and groove ceilings. The gorgeous kitchen has a substantial island with cooktop and built in storage, double ovens, quartz countertops, solid wood cabinetry, natural Limestone hexagon tile flooring, custom built in window bench with storage, spacious breakfast nook, and walk in pantry. The large primary suite has a sitting room, three walk in closets with built ins, stained whiteoak flooring, and oversized primary bathroom with separate shower and soaking tub. Renovations and updates include: new roof, new skylights, stained whiteoak flooring (living, dining, primary, and on stairs), natural Limestone flooring (kitchen, laundry, bathrooms), two new air conditioners, insulation replaced with spray foam insulation, whole house re-plumbed, air ducts replaced, custom front door, solid wood cabinets (kitchen, bathrooms and laundry room), new insulated garage doors, tesla charging port, new sprinkler system, new landscaping, new fencing, new pool heater, pool converted to saltwater, new cooktop, screens replaced on pool enclosure. Zoned for top-rated schools, community boat ramp access to Lake Minnehaha, close to the shopping, dining, and entertainment in Winter Park Village and Downtown Winter Park. Don’t miss your chance to own this remarkable property. Schedule a private showing today! <div style="padding:56.25% 0 0 0;position:relative;"><iframe src="" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

770 Dommerich Drive, Maitland

4 Beds 3 Baths Park Maitland Villas SubDv. 32751 Zip Code
Immaculate and well-maintained corner unit in the private gated community of Park Maitland Villas. Come and enjoy maintenance-free living with the HOA covering roof, exterior maintenance and insurance, lawn service, pest control and pool service. Perfect for the lock and leave lifestyle! The largest floor plan in the community, this desirable town home has 4 beds/3 baths, 2200+ sq ft of light and bright space with a neutral color palette. There are 2 spacious areas providing a flexible layout to accommodate living, dining, and family room choices. Downstairs bedroom can also be an ideal office space with an adjoining full bath. Island kitchen has stainless appliances, large breakfast bar and cozy eat-in alcove that overlooks the family room. Upstairs is the primary bedroom with walk-in closet, dual sinks and separate shower and tub. Additionally, there are two other spacious bedrooms and guest bath, loft, and laundry closet. Outdoor living space includes a covered front and back porch and screened deck area perfect for entertaining. The lanai connects to the oversized 2-car garage with attic storage. Other amenities include high ceilings, crown molding, plantations shutters. Roof was replaced in 2019 and building exterior was painted in 2021. Conveniently located near shops, restaurants, and downtown Winter Park and Maitland. With beautiful landscaping, common green space, dog walk and front fountain feature, this community is a tucked-away oasis. Welcome home!

2299 Park Maitland Court Unit 2299, Maitland

4 Beds 2 Baths Kings Row SubDv. 32751 Zip Code
Move in ready & awaiting your personal touch in this 4/2 pool home in King’s Row: the heart of Maitland/Winter Park! Lush landscape and a covered front door welcome friends and family into a freshly painted bright foyer highlighted by the home’s wood floors, leading to the living and dining area. Built-ins, custom plantation shutters/wood blinds and picturesque views to the front and tropical pool in the back make this space ideal for entertaining. The well appointed chef ‘s kitchen with stainless appliances including a gas stove and abundance of cabinetry overlooks the breakfast table and the stacking glass sliding doors leading to the Florida room! The kitchen also opens to the family room with an abundance of natural light, vaulted tongue & groove ceiling with beams, and a floor to ceiling brick hearth wood burning fireplace. The spacious master bedroom exudes privacy and comfort with glass doors to the brick patio and pool area that provides a picturesque view, an en-suite bathroom with a large vanity and dual sinks, walk-in closet and jacuzzi bath with a window looking out to greenery. Enjoy a spa-like indoor/outdoor experience-glass doors lead to an outside shower and sitting area. The west hallway leads to 3 additional bedrooms with wonderful views outside and a large full bath with access to the Florida Room. The Florida room with its own split system, ceiling fans and a wall of windows having views to the pool deck is a great studio, workout or game room. The lush tropical backyard offers year-round pleasure with a brick patio area, newly resurfaced pool & deck, quiet sitting areas for gardening and a mini basketball court- all with a privacy fence! Indoor laundry with custom cabinetry including a built-in folding table, oversized 2-car garage with work station/storage and attic planked for standing and storage complete your new home. Ideal King’s Row location surrounded by luxury homes, the neighborhood park, and schools nearby: Dommerich, Maitland Middle and WP High. Downtown Maitland or Winter Park Publix, shops and restaurants are minutes away. Meticulously cared for: interior paint: 7/2024, Chimney cleaned: 2/2024, Pool/deck redone: 2023, Insulation R-38: 11/2022, Roof: 2015, Repiped: 2014 PVC.

1875 E Adams Drive, Maitland

2 Beds 2 Baths Maitland Harbour Apts SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to Maitland Harbour, your dream lakeside retreat! This boutique mid-century modern community consists of only 38 exclusive units. It is nestled on Lake Maitland, part of the picturesque Winter Park Chain of Lakes. Unit A-6 is a beautifully remodeled two-bedroom, two-bathroom ground floor condo that exudes elegance and comfort. As you step inside, you are greeted by an open-concept living area featuring a large window that offers breathtaking views of the pool and lake. The galley kitchen has been entirely upgraded with brand-new stainless-steel appliances, white shaker cabinets, luxurious quartz countertops, and elegant gold fixtures. The owner's retreat includes its own private bathroom, double closets, and a newly screened-in porch where you can unwind with a good book or savor your morning coffee. The second bedroom is equally inviting, featuring a spacious walk-in closet. The condo's two bathrooms have been meticulously updated to provide modern convenience and style. Maitland Harbour offers an array of amenities designed for a leisurely lifestyle, including a community room, a heated pool, a boat dock for fishing, and first-come-first-serve boat slips. Each unit comes with one assigned covered parking spot. Fort Maitland, located right next door, offers easy access to lake activities with a ramp available for launching your boat or jet ski. The professionally managed condo association fees cover: cable, internet, water, sewer, garbage, exterior maintenance, landscaping, reserve funding, and building insurance. Conveniently located near shopping, dining, Lake Lily, Enzian Theater/Eden's Bar, downtown Winter Park, and I-4, this condo is not just a residence but a gateway to an unparalleled lifestyle of beauty and convenience. Don’t miss out on this opportunity—schedule your private showing today. This condo won't last long!

1000 S Orlando Avenue Unit A - 6, Maitland

4 Beds 2 Baths Highland Park Estates First Add SubDv. 32751 Zip Code
Welcome to 2260 Gillis Ct, a prime property nestled in the well-established and sought-after Dommerich community. This luxurious residence features 4 bedrooms and 2 baths on a spacious 1/4 acre fenced yard, offering both privacy and elegance. As you step inside, you'll be captivated by the expansive and beautiful open concept floor plan, flooded with ample natural light. The home boasts stunning designer features throughout, making every corner a delight. The chef’s kitchen is a masterpiece, featuring gorgeous custom shaker cabinets with soft-close mechanisms, stainless steel appliances, and a large island with a leather granite waterfall edge. Additional storage and a pantry room provide convenience and style. The master bedroom is a sanctuary of luxury, offering dual closets and a spacious, upscale en suite bathroom with high-end finishes. The other bathrooms are equally luxurious, providing comfort and sophistication for family and guests alike. Located on the exclusive Gillis Ct, this home is in a prime location within minutes of downtown Winter Park, downtown Orlando, and all the major attractions Orlando has to offer. The Dommerich community is known for its warm, inviting, and safe setting, and is zoned for the A-rated Dommerich schools. Don’t miss this exclusive opportunity to live in one of the most desirable communities in the area. Schedule your private tour today and experience the luxurious lifestyle that 2260 Gillis Ct has to offer.

2260 Gillis Court, Maitland

4 Beds 2 Baths Forest Brook SubDv. 32751 Zip Code
EXTENDED CONCRETE PAD - BRING YOUR RV's AND BOATS!! Located just minutes from the fine dining of Park Avenue, but without the Park Avenue price tag, you'll find this UPDATED and charming POOL home. You'll be wowed the moment you step in and see how great the great room is. Spacious and open with NEUTRAL COLORS, this home is MOVE-IN READY. To the left is a LARGE FLEX SPACE perfect for an office, game room, crafting corner or all 3! The kitchen will be the heart of your home, featuring GRANITE countertops, STAINLESS STEEL appliances, and BAR TOP SEATING at the kitchen peninsula. At the rear left of the home is the OWNERS SUITE, a true Zen retreat with direct access to the patio. PREMIUM VINYL FLOORING flow from room to room, and you'll love how GENEROUS the SIZE OF THE OWNERS BATHROOM AND CLOSET are. The suite is equipped with DOUBLE VANITIES and a gorgeous tiled walk-in shower with a RAIN SHOWER HEAD. The family room has a custom-built ELECTRIC FIREPLACE and cabinets, along with double sliding glass doors that open onto your SCREENED COVERED LANAI. This home features a SPLIT FLOOR PLAN, with the three guest bedrooms and guest/pool bath on the right-hand side. The MURPHY BED and shelving unit will stay, making this a great multi-use room for guests or an office. Bring out the grill and toys because the BACKYARD OASIS has something for everyone. With a large screened-in pool and a PERGOLA area perfect for a fire table, you'll be spending time outdoors with family and friends all year round. The yard is FULLY FENCED with plenty of space on the left-hand side, making it ideal for your fur babies!

2672 Tuscarora Trail, Maitland

3 Beds 2 Baths Brittany Gardens SubDv. 32751 Zip Code
WELCOME HOME to 2697 Queen Mary Place, a stunning residence nestled in the highly-desired, gated community of Brittany Gardens. This home has the rare distinction of being both on a corner lot AND on a cul-de-sac! This meticulously maintained and fully-updated home offers 3 bedrooms, 2 bathrooms, and 1558 square feet of luxurious living space. Step inside and be greeted by a spacious dining room, perfect for entertaining. Continue on to an open-concept layout, featuring high ceilings, crown molding, and a bright, open kitchen. This gorgeous kitchen features quartz countertops, painted cabinets, and loads of counter space with a convenient breakfast bar. The spacious living room with French doors to the screened lanai just beyond is perfect for entertaining guests. The master suite boasts a spa-like en-suite bathroom and a walk-in closet, providing a peaceful retreat at the end of the day. Outside, the beautifully landscaped backyard offers a serene oasis with a patio for al fresco dining and lush greenery, creating a perfect setting for outdoor gatherings or relaxation. You can rest easy knowing that this home comes equipped with a built-in, whole-house generator, so you will never be without power, even in the biggest storm! The BRAND NEW AC unit (replaced in June 2024) will also give you peace of mind. Conveniently located near the charming and picturesque city of Winter Park, with it’s upscale shopping and dining options, beautiful parks and cultural attractions, this home combines luxury living and security with convenience, offering the ultimate lifestyle for the discerning buyer. Don't miss the opportunity to make this exquisite property your own!

2697 Queen Mary Place, Maitland

4 Beds 2.5 Baths Oakland Shores SubDv. 32751 Zip Code
LUXURY LAKEFRONT LIVING AT ITS FINEST!! Discover Lake Faith, a serene 35-acre private lake nestled in the heart of Maitland. This move-in-ready lake home offers a luxurious living experience with all the modern amenities. Upon entering, you’ll be greeted by white oak wood flooring and a spacious Great Room with panoramic views of Lake Faith and the expansive backyard. The Kitchen features custom wood cabinetry, a pantry with custom pullout drawers providing ample storage, new stainless steel appliances, quartz countertops, and under-cabinet lighting. Adjacent to the entry, the Office/4th Bedroom impresses with black metal/glass rolling doors and a custom feature wall. Down the hall from the Kitchen are the powder room, laundry, and garage. The Master Bedroom boasts double custom closets, a spa-like Master Bath, and sliding glass doors opening to a Trex deck. Two additional bedrooms with large windows and a full bath are located down the hall. The roof, plumbing, electrical, windows, deck, and septic system are all NEW. Inside, the home includes keyless entry keypad doors offering security and convenience, custom window shades that open and close with Alexa, 9-foot ceilings and 8-foot doors creating a spacious feel. The garage has a new epoxy floor and overhead storage. Outside, the gravel driveway offers extra parking and easy lake access, while the brick-paved driveway adds elegance. The covered back deck, complete with a roof fan, is perfect for outdoor living. The new irrigation system uses lake water and can be controlled via WIFI, ensuring lush landscaping. Additional highlights include gutters, a backyard fence, landscape lighting, a 6x16 storage shed, and sand for a beach area by the lake. With only two owners, this home has been well-cherished. Located minutes from highly rated schools, shopping, and dining at Lake Lily and Winter Park Village, and with easy access to downtown Orlando and major attractions via I-4, this property is perfectly situated. Schedule your tour now!

526 Lake Faith Circle, Maitland

4 Beds 2.5 Baths Oakland Shores 1st Add SubDv. 32751 Zip Code
Welcome to this beautiful contemporary lakefront home situated on the picturesque Lake Hope designed by renowned architect Robert A. Koch! The architect carefully placed the home on the lot to maximize the view of the lake but also with the goal of shielding it from the afternoon sun. This house has 5 levels which creates architectural interest to it. With a plethora of recent improvements this home is sure to impress the pickiest of buyers. Some of the recent upgrades include newer redesigned oak wood staircase, replaced double pane & low E windows, A/C (2021), water heater (2019), cooktop (2024), oversized paved driveway, completely remodeled kitchen with quartz countertop, remodeled bathrooms, new paint inside and out, new flooring, new glass hurricane doors etc. House was replumbed, electrical panels were upgraded. Huge detached garage can accommodate up to 4 vehicles.  As you enter the home it is hard to miss the beautiful views of Lake Hope which offers not only the breathtaking yet tranquil views of the lake but kayaking, boating, fishing, birds watching etc.   The great room features an abundance of natural light and has incredible views from every angle.The dining room overlooks the living room, which features picture windows, a soaring exposed-beam ceiling and a fieldstone fireplace. Adjacent to the kitchen is a great outdoor entertaining space - circular screened lanai with grill and  brick floor. The primary bedroom is spacious and offers a stunning lake view, has a walk in closet and completely remodeled bathroom. On the upper level there are two bedrooms with remodeled bathroom. House has an outdoor shower and central vacuum. Enjoy the Florida lifestyle in the pool and spa or on the boat. The backyard is very spacious, one can park a boat, RV or built extension or a guest house on it and yet  it offers complete privacy.  This is one of the best locations in the Orlando area close to I 4, RDV Sportsplex, shopping and you are just minutes from excellent dining, easy access to major highways and the highly acclaimed Winter Park's Park Avenue is just 7 minutes by car as well as 12 min drive to downtown Orlando. This special home is surrounded by nature and is part of nature to create the resort-like feelings and at the same time is very centrally located in the City of Maitland.

600 Lake Shore Drive, Maitland

2 Beds 1.5 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
Welcome home to the highly sought-after Lake Maitland Terrace community! This delightful 2-bedroom, 1.5-bathroom, 1st FLOOR, CORNER CONDO offers a perfect blend of comfort, convenience, and a touch of Florida paradise. This unit boasts a large SCREENED IN FRONT PORCH and easy access to the community pool, fishing pier, and all the amenities you desire. As you step inside, you'll immediately appreciate the open and airy layout of this condo. The living area is bathed in natural light and offers a welcoming ambiance for relaxation and entertainment. The adjoining kitchen is both functional and stylish, featuring granite countertops, ample storage, and a breakfast bar. The two generously-sized bedrooms provide comfortable retreats, with the primary bedroom offering a convenient en-suite half bathroom. The second bedroom features beautiful built-in shelves and access to your own washer/dryer. A full bathroom with a tub/shower combination serves the needs of both residents and guests alike. The Lake Maitland Terrace community is renowned for its exceptional amenities. Take a dip in the sparkling pool, soak up the sun on the deck, or head to the fishing pier for some tranquil angling moments. With lake access, water enthusiasts will find plenty to explore, from boating to kayaking. This condo is ideally situated just a stone's throw away from shopping centers, restaurants, Enzian Theater, Park Avenue District and Rollins College. Enjoy the convenience of being near everything you need, from boutique shops to gourmet dining experiences. The community clubhouse is perfect for gatherings, celebrations, and social events. Host parties, meet your neighbors, or simply unwind in this inviting space. Don't miss this fantastic opportunity to own a piece of Maitland's picturesque living. Schedule a showing today and make this wonderful condo your new home!

1140 S Orlando Avenue Unit B-8, Maitland

3 Beds 3.5 Baths Fries Sub SubDv. 32751 Zip Code
If you are looking for a unique home that exudes charm in a fantastic location, then look no further. This one is it! This 3- bedroom, 3.5- bathroom home was renovated in 2020 and is a “one of a kind”. Located on a quiet dead-end street, within walking distance to Lake Lily, Maitland City Centre, Maitland Library and Maitland’s most popular restaurants including, Lukes, Antonio’s, Francesco’s, and Sanford Brewing. From the moment you enter you will be wowed! The spacious living room has a huge brick wood-burning fireplace, tile hardwood flooring, cathedral ceilings, built-in shelving, and wood beams. The gorgeous kitchen showcases, quartz countertops, soft close custom cabinets, stainless steel appliances, pot filler and a generous island with tons of storage. The dining area has a charming brick wall which houses a fireplace in the downstairs guest bedroom. A full bathroom is conveniently located next to the guest bedroom. Another brick accent wall is featured in the powder bath. Upstairs you will find a secondary bedroom, full bathroom, and the primary suite. The spacious primary suite showcases a brick accent wall, walk in closet and high ceilings. The primary bath is equipped with dual vanities, grand shower, and a Dual Flush Toilet. Additional features include, all new windows, re-plumbed, updated bathrooms, 2 water heaters (2015 & 2020), crown molding, circular driveway and a large lot with 11,258 sq.ft. Enjoy entertaining in the expansive backyard with plenty of room for a pool. Excellent schools!

458 Piney Croft Lane, Maitland

4 Beds 2 Baths Dommerich Hills 3rd Add SubDv. 32751 Zip Code
**0% DOWN FINANCING AVAILABLE** **RATE BUYDOWNS AVAILABLE** **NO HOA** **POOL HOME** Welcome to your dream home in one of Central Florida's most sought-after school district! This luxurious 4-bedroom, 2-bathroom single-story pool home is a masterpiece of modern living. Boasting a brand new roof and AC, this residence spans over 2,100 sqft of meticulously designed space. Step inside to discover an open and airy floor plan that seamlessly integrates the living, dining, and kitchen areas, ideal for both daily living and entertaining guests. The chef-inspired kitchen is a culinary paradise, featuring brand new Samsung appliances, shaker style cabinets, and stunning granite countertops. Every detail of this home has been carefully updated, from the new vinyl flooring throughout to the completely renovated bathrooms and fresh interior and exterior paint. Enjoy peace of mind with a new electrical panel, dual/combo breakers, and tamper-resistant outlets. Outside, your private oasis awaits with an oversized pool complemented by a new pool pump, perfect for cooling off during Florida summers. The enclosed patio with separate air conditioning provides additional space for relaxation or gatherings. Located in the top-rated school district of Dommerich Elementary, Maitland Middle, and Winter Park High, this home ensures your family receives the best education Central Florida has to offer. Every aspect of this property exudes quality and comfort. Don't miss your chance to own this exceptional home where luxury meets functionality. Schedule your showing today and make this your new address for a lifetime of memories!

2502 Chanute Trail, Maitland

3 Beds 2.5 Baths Brittany Gardens SubDv. 32751 Zip Code
Unveiling 2639 Ultra Vista Drive located in the sought after gated community of Brittany Gardens. Situated on a private corner lot with breathtaking views of conservation. The floor plan offers 3 Full Bedrooms, 2 Full Bathrooms and 2 Half Bathrooms, formal foyer, formal living room, formal dining room, family room, open gourmet kitchen with breakfast bar, split floor plan plus a bonus or flex room. This beautiful home has all the living areas on the first level. The second level consists of the bonus / flex room, half bathroom and attic access. Surrounded by lush landscaping, conservation behind you and greenbelt to the side of you this home is a nature lovers paradise. An extensive screened porch with tiled floors that overlooks the tranquility. Throughout the home you will find freshly polished travertine flooring, extensive millwork, spacious rooms, built in features, gas fireplace, custom cabinetry, high end appliances, pella sliding doors, walk in kitchen pantry as well as an oversized laundry room with brain center, laundry tub and custom cabinetry. Brittany Gardens provides residents with Howell Creek Access, a Community Park and Beautiful Common Areas. Located within minutes of Park Avenue, Maitland Centre, Lake Lily, Minnehaha, Howell Creek, Kewannee Parks and Trails. Easy Access to Farmer's Markets, Local Dining, Boutique Shopping, Whole Foods, Trader Joe's and the Fresh Market. Mechanical Improvements include Roof 2022, Hvac systems (2) 2020/2021, Please call a Team Member for additional details.

2639 Ultra Vista Drive, Maitland

5 Beds 4.5 Baths Maitland Forest SubDv. 32751 Zip Code
Nature lover's paradise! Custom built home has all the quality finishes you expect. At the end of a quiet street in the rarely available Maitland Forest, this five-bedroom, 4.5-bath home exemplifies casual luxury with two-level outdoors with a private pool strategically set to overlook lush conservation. Every detail went into designing, planning and building this home. Walk through the front door, and you’ll notice a wide-open floor plan with a view of the pool and secluded conservation area. Spacious and bright living areas with large windows add plenty of natural light, bringing the outside in. This energy-efficient home features a 10-foot ceiling upstairs and downstairs, tile, travertine and solid wood flooring. The first floor has two of the five bedrooms and the living areas. The extra-large kitchen has new granite countertops, backsplash and lights. Adjacent to the family room and overlooking the outdoor serenity, this kitchen makes you want to cook and entertain. The primary suite is upstairs, with a beautiful view of Lake Minnehaha and the neighborhood. The second floor also has a second family room and two significantly sized bedrooms. This meticulously updated residence allows you to move worry-free. Significant upgrades include a new roof in 2022, new windows in 2022 and new air-conditioning units in 2022/2024. The property also features a beautiful new brick paver driveway, gutters lavish landscaping, a lawn and an irrigation system. Updated pool equipment, new fencing, and screens so you can enjoy your outdoors from day one. New window shutters, pergola, interior plaster and paint. Prime location. Conveniently close to Interstate 4, U.S. 17/92 and top-rated schools such as Lake Sybelia, Maitland Middle and Winter Park High, and all that Central Florida has to offer. Relax and enjoy this peaceful, private setting in the heart of Maitland. Schedule your private viewing today.

645 Bentley Lane, Maitland

3 Beds 2 Baths Dixie Terrace SubDv. 32751 Zip Code
Discover the charm of 1781 Sunnyside Drive, nestled in a hidden gem of Maitland, right on the border with Winter Park. This home’s prime location offers an unparalleled lifestyle, perfect for those who appreciate the best of Central Florida living. Imagine living just a half-mile from the iconic Enzian Theater, where you can catch indie films and enjoy unique dining experiences. For the golf enthusiasts, the Winter Park 9 Hole Course is just 1.25 miles away, offering a picturesque and challenging game. Park Avenue, with its award-winning restaurants and boutique shops, is also only 1.25 miles from your doorstep. Daily conveniences are at your fingertips with Whole Foods Market just 0.75 miles away, and the newly reimagined Winter Park Village, a hub of shopping and dining, just a mile from home. Enjoy leisurely strolls through some of the most beautiful neighborhoods in Central Florida, with the option to walk to Park Avenue and indulge in its vibrant atmosphere. Families will appreciate the zoning for A-rated schools, including Dommerich Elementary, Maitland Middle, and Winter Park High, ensuring a top-tier education for your children. This turn-key home has seen numerous upgrades over the past eight years, making it move-in ready. The open floor plan kitchen with cathedral ceilings in the living areas creates a spacious and airy ambiance. Engineered wood floors run throughout the home, adding elegance and durability. The primary suite bathroom was recently renovated in September 2023, offering a luxurious retreat. The efficient floor plan includes well-sized guest bedrooms, ensuring comfort for everyone. Step outside to your own tropical paradise, meticulously maintained and perfect for entertaining. The fire pit area is ideal for gatherings with friends and family, while the modern horizontal Malibu-style fence adds a touch of sophistication. The yard features a private well, keeping the lawn green and luscious year-round. The pavered three-car driveway and walkways provide ample parking and enhance the home’s curb appeal. Additionally, the home was replumbed in 2016, and both the interior and exterior were freshly painted in May 2024. Furthermore, the home boasts a BRAND NEW roof, ensuring peace of mind and added value. Whether you are downsizing or looking for your first home, 1781 Sunnyside Drive is a wonderful opportunity to enjoy a beautifully maintained, upgraded property in an unbeatable location. Don’t miss the chance to make this exceptional home yours!

1781 Sunnyside Drive, Maitland

4 Beds 4 Baths Terra Place SubDv. 32751 Zip Code
Welcome home to one of Maitland’s best kept secrets – this charming Victorian style home is located in a neighborhood that is just steps away from Maitland Community Park in a location that is private yet very accessible to major roads. The recently upgraded home has everything you could want and more, and features a great layout for entertaining, both indoors and outdoors. With amazing natural light throughout, it is easy to fall in love with this one. Located at the end of a cul-de-sac, this elegant home has updates and conveniences that will impress the pickiest of buyers. As you walk in, you are immediately drawn to the amount of natural light as well as the beautiful family room. The updated kitchen has soft-close cabinets, granite counters, stainless steel appliances, 6-burner gas stove and so much more. Adjacent to the kitchen, you have a space for a formal dining room and on the other side of the kitchen you have a step down into an informal family room- the perfect place to watch a movie or hang with family and friends. The downstairs is complete with a large laundry room, a guest bedroom and a full bath. Located upstairs are two additional guest bedrooms and two guest bathrooms. The Master is simply breathtaking and highlights serene views of Lake Minnehaha and beautiful, mature oak trees through its French-doors with a private covered deck. The master offers a quiet retreat with a gas fireplace, dressing room, en-suite bathroom with a claw bathtub, separate shower, and 2 separate vanities. Now that you have seen the inside, it’s time to save the best for last. As you make yourself outside the pergola is the perfect place to hang out on a hot day, or simply kick back relax and enjoy the beautiful pool and spa. The exterior has had recent upgrades including new deck in 2021, pergola, landscaping, paint and newer gutters. This family-friendly dog- walking community has side-walks and a nice path to cut through to Dommerich Estates, as well as a quick bike ride to Maitland Middle School. Located off Hwy. 17/92 with quick and easy-access to Maitland Blvd exchange (I-4) and Sunrail station, bike to school, unlimited walking/biking through neighboring Dommerich Estates, downtown Maitland, eateries, library, art center and Lake Lily Park. Say no more, come tour this beautiful home before it’s too late.

703 Fairoaks Lane, Maitland

3 Beds 2 Baths Dommerich Estates 1st Add SubDv. 32751 Zip Code
Wonderful opportunity to own a quality Clayton built home in the highly sought-after Dommerich Estates! With its distinct architectural beauty, integration of classic home design and timeless charm, this residence has been completely updated and features a fantastic open floor plan. This home is located just two blocks from A-rated Dommerich Elementary and Maitland Middle School and known for its tightly-knit neighborhood. Also a private community boat dock with access to the Winter Park chain of lakes and a short walking distance to Maitland Community Park, with bike trails and playgrounds. The brick paver walkway leads to a charming covered front porch surrounded by meticulously maintained landscaping. This singe-story home with renovations offers 3 bedrooms, 2 bathrooms. The primary bath includes dual sink vanity and frameless glass enclosed shower. Natural light floods in through skylights and the newer insulated double-pane windows with plantation shutters. The open floor plan seamlessly connects the kitchen to an inviting cozy living area with an additional dining area, large great room and wood burning fireplace. The kitchen boasts GRANITE COUNTERTOPS, CUSTOM CABINETS, STAINLESS STEEL APPLIANCES with high end cabinets, designer finishes and huge island. The lot features are 1/4 of an acre, mature lush landscaping complete irrigation system and views of the tranquil outdoor private space making this a perfect venue for entertaining. A hot tub hook up is already in place. Has newer roof (2021) with luxury vinyl flooring throughout. Experience the vibrant community of Maitland, with its shops, restaurants, cafes, Sunday farmers market, art festivals, and the upcoming Maitland Public Library expansion. Enjoy easy access to Central Florida's attractions, pristine beaches, SunRail, and major roadways. This well-established and friendly neighborhood is ready to welcome you home. Schedule your showing today and discover the perfect blend of classic charm and modern convenience!

1761 Tonto Trail, Maitland

5 Beds 3 Baths Dommerich Hills 6th Add SubDv. 32751 Zip Code
Look no further! Beautifully maintained 5 bedroom, 3 bathroom, 3 car garage POOL home in highly coveted Dommerich Hills community. This home has been tastefully upgraded throughout the years. Formal living and dining rooms welcome you from the front door with vaulted ceilings and radiate natural light from the recently replaced picture windows. Upgraded white and bright kitchen includes beautiful new quartz countertops, designer backsplash, and high end GE Cafe appliances. Family room off the kitchen includes a beautiful brick wood burning fireplace, adding to the original character of this home. Split bedroom plan offers privacy and functionality for any family. Owners suite includes walk in closet with custom built ins, and beautiful bathroom with a rain shower. The show-stopping backyard is an entertainer's dream. Pool has been resurfaced and recent upgraded tile. This home had countless upgrades throughout including hardwood floors, knock down ceilings, crown molding, plantation shutters, and stunning brick paved driveway and patio. The homes location can’t be beat! Dommerich Hills is a highly desirable and well established community with large lots and canopy oak tree lined streets. Centrally located to all majors highways, UCF, downtown Orlando, and 10 minutes to historic downtown Winter Park. Call today to schedule a showing and make this your next dream home. It will not last long!

2925 Waumpi Trail, Maitland

5 Beds 5.5 Baths Hollieanna Shores 1st Add SubDv. 32751 Zip Code
Introducing a rare opportunity to own a unique lakeside property on Lake Maitland, part of the prestigious Chain of Lakes. This magnificent estate boasts 100 feet of water frontage and comes fully furnished, making it turnkey ready. Spanning over 6,400 square feet, the tastefully designed interior features four bedrooms, five-and-a-half baths, a bonus room, a home office, a gourmet kitchen, and a wine cellar. The elegant formal living room with a fireplace and the formal dining room set the stage for sophisticated entertaining. The gourmet kitchen is equipped with Sub-Zero appliances, a gas range, granite countertops, and offers stunning water views. Throughout the home, you'll find beautiful travertine flooring, vaulted ceilings with wood beams, crown molding, and custom built-ins. Upstairs, the primary suite offers the most breathtaking views of the lake, complemented by an adjoining home office or additional bedroom for added convenience. Three additional bedrooms with en-suite baths and ample closet space complete the upstairs living quarters. Outside, the private backyard features a screened-in patio, a sparkling swimming pool, a hot tub, and meticulous landscaping. A covered boat dock with a lift provides easy access to the lake. Additional highlights include a three-car garage, a private gate for enhanced security, and recent upgrades such as a new roof, AC units, and copper gutters. Don't miss this unparalleled opportunity to embrace lakefront living on the Winter Park Chain of Lakes, where property availability is exceptionally rare. Enjoy stunning sunrise and sunset views from your own slice of paradise.

119 Whitecaps Circle, Maitland

2 Beds 2 Baths West Cove SubDv. 32751 Zip Code
Welcome to your lakeview dream home! This stunning 2-bedroom, 2-bathroom, third-floor corner unit offers 1248 SQFT of beautifully designed living space. With an open floor plan, the living room seamlessly connects to the dining area and modernized kitchen, creating a perfect space for entertaining and everyday living. The kitchen boasts updated cabinets, Cambria quartz countertops, a stylish backsplash, and modern appliances. Step through the elegant French doors onto your private balcony and take in the breathtaking views of Lake Maitland. The balcony also features storm shutters and outside storage for your convenience. This unit is designed for comfort and efficiency with real wood flooring, crown molding, and plenty of closet and storage space in both bedrooms. The second bedroom includes a built-in desk, drawers, and a Murphy bed, making it a versatile space for guests or a home office. Both bedrooms are equipped with top-down bottom-up blackout shades for optimal privacy and light control. The living room features light-reducing shades to create a cozy ambiance. The master suite is a true retreat with ample closet space and a private bath. Additional features include a new A/C unit and water heater replaced within the past 5 years. The building’s roof was replaced within the last 2 years. You'll also appreciate the convenience of having a washer and dryer in the unit, as well as an assigned covered parking space. Residents of this quiet community enjoy a range of amenities, including a community pool with a spa, a rentable lobby area, an on-site gym, kayak storage, fishing dock, and secure access to stairs and an elevator. Cable and internet are included in the condominium fees, and there's even a shared laundry room on the third floor for backup use. Don't miss this opportunity to own a piece of paradise with modern comforts and stunning lake views. Schedule your private showing today!

1100 S Orlando Avenue Unit 308, Maitland

2 Beds 1 Baths Lake Maitland Terrace Apts SubDv. 32751 Zip Code
What a find! Under market value for this remarkable complex and location. Freshly painted and beautifully renovated condo at Lake Maitland Terrace. Located in the quiet Exeter building, the LAKEFRONT COMMUNITY overlooks scenic Lake Maitland. This 2nd floor condo features 2 bedrooms, 1 bathroom, an updated interior and flooring, BRAND NEW LAUNDRY 2024 including washer and dryer. Stunning wide plank, wood-like flooring, updated white bathroom, new water heater, new thermostats. All metal roofs completed 2022. Gorgeous pool, clubhouse with full new kitchen, and screened porch overlooking the lake. Dock for fishing, paddleboards, or canoe. Additional laundry facilities, putting green, shuffleboard courts, storage units, and bicycle storage. Walk to Maitland Farmers Market at Lake Lily, Luke's, Enzian Theater and Eden Bar, Antonio’s, Francesco's, or short drive to Park Avenue shopping. Quick to downtown Orlando. Perfect location. No upcoming assessments and very good reserves. Rental restrictions. You may place for rent once your name comes up on the waitlist. Pets must be deemed service pets. Units tend to fly! Make your appointment today!<div style="padding:56.25% 0 0 0;position:relative;"><iframe src="" frameborder="0" allow="autoplay; fullscreen" allowfullscreen style="position:absolute;top:0;left:0;width:100%;height:100%;"></iframe></div>

1140 S Orlando Avenue Unit E-13, Maitland

4 Beds 3.5 Baths The Oaks Of Maitland SubDv. 32751 Zip Code
Nestled in a serene cul-de-sac, this traditional brick home offers an oasis of tranquility and elegance. With four spacious bedrooms each with large walk-in closets and three and a half bathrooms, this residence is perfect for families of all sizes. The mature landscaping and meticulously maintained yard enhance the home’s charm, while the expansive .76-acre lot provides ample space for outdoor activities.The property features stunning landscape lighting that highlights the beauty of the grounds. The large master suite on the first floor boasts separate his and her sink areas, make-up vanity and four closets including two walk-in closets providing plenty of storage space. The spacious living room offers picturesque views of the beautiful pool with a tranquil two-level fountain and the private, tree-lined lot along the creek. Upstairs, you’ll find a second master suite, along with two additional bedrooms, offering plenty of room for family or guests. The eat-in kitchen overlooks the back patio and pool, making it a perfect spot for casual dining. The home features an elegant formal dining room while the family room is casual and multifunctional with plenty of room for the whole family to relax together. Snuggle around the fireplace or gather around the piano on holidays or year round in the large living room. Both living- and family- rooms French doors open offering easy access and stunning views of the salt water pool and private yard, ideal for entertaining. The oversized three-car garage includes a workbench, providing ample space for storage and projects. A circular driveway adds a touch of elegance and convenience. The laundry room, equipped with a second refrigerator, adds to the home’s functionality. A quick walk or bike ride to Dommerich Elementary or Maitland Middle schools and just .3 miles from the Maitland Community Park, this home offers easy access to trails, sports courts, and playgrounds, making it perfect for an active lifestyle. This exquisite home is a rare find, combining comfort, convenience, and beauty in a sought-after location.

1604 The Oaks Drive, Maitland

4 Beds 4.5 Baths Dixie Terrace SubDv. 32751 Zip Code
***Creative Seller*** OPEN TO ALL REASONABLE OFFERS INCLUDING CREATIVE SELLER FINANCING! Don't miss this unique opportunity to own a stunning Mediterranean masterpiece with flexible buying options tailored to fit your needs.*** Experience unparalleled luxury in this stunning custom-built Mediterranean masterpiece by Dave Cahill, located on a prime corner lot. Enter through an arched entryway with a solid wood door that exudes Old World charm. This home features 4 spacious bedrooms, 4.5 elegant bathrooms, and a full in-law apartment over the garage. Enjoy an open floor plan highlighted by crown molding, Anderson windows and doors, custom lighting, and beautiful hardwood floors. The family room boasts 12’ ceilings and a designer gas fireplace, while the great room impresses with a striking brick wall and wood beams. The gourmet kitchen is a chef’s dream, equipped with a 6-burner gas stove, pot filler, double ovens, Quartz countertops, custom cabinetry, hidden pantry, wine fridge, and a large island. The French doors open to a covered brick patio perfect for entertaining, complete with a summer kitchen, grill, wine refrigerator, and remote vanishing screens. A gorgeous courtyard with a fountain adds to the outdoor charm. The oversized master suite offers additional space for an office or sitting room, a spacious walk-in closet, and a luxurious his and hers custom bathroom. An en suite bedroom is located on the first floor. The in-law suite includes a family room, kitchen, washer/dryer, and full amenities. The property features a backyard putting green, Chicago brick driveway and ample street parking. This prime location is just 2 blocks from Park Avenue, and minutes from many restaurants and shopping. It is zoned for Dommerich, Maitland Middle, and Winter Park H.S. The home comes with a prepaid one-year home warranty. Discover the perfect blend of elegance, comfort, and convenience in this extraordinary home.

1700 Lyndale Boulevard, Maitland

3 Beds 2.5 Baths Enclave At Maitland SubDv. 32751 Zip Code
One or more photo(s) has been virtually staged. Exquisite Mediterranean inspired nestled in the heart of the Maitland Corridor. This stunning 3 bedroom with den split plan home boasts a blend of modern elegance and timeless charm. As you approach the property, you'll be captivated by its beautifully landscaped front yard, pavered walkway, and inviting curb appeal. Step inside to discover an open-concept floor plan that seamlessly combines style and functionality. As you enter the home you will be mesmerized by the many architectural upgrades such as abundant crown moldings, tray ceilings, expansive ceiling heights, 8ft doors, and charming archways. Easy to care for ceramic tile floors flow through all of the main living areas. The living area is spacious adorned with tray ceiling and an abundance of recessed lighting is perfectly open to the kitchen, breakfast nook, and the screened enclosed lanai. The gourmet kitchen is a chef's dream, equipped with top-of-the-line stainless steel appliances, double wall oven, granite countertops, upgraded 42” cabinetry, and a large island with extra seating perfect for meal preparation and casual dining. Adjacent to the kitchen, the elegant dining area offers ample space for hosting family dinners and entertaining guests. Retreat to the luxurious master suite, complete with a walk-in closet, an additional closet, and a spa-like ensuite bathroom featuring a soaking tub, a separate walk-in shower, and dual vanities with under cabinet lighting. Additional bedrooms are generously sized, providing comfort and privacy for family members or guests. The versatile bonus room can be used as a home office, gym, or playroom to suit your needs. Step outside to the private backyard oasis, where you'll find a covered screened patio ideal for al fresco dining or relaxing after a long day. The lush greenery and mature trees surrounding the property create a serene and secluded environment. Enjoy the benefits of not having to do yardwork as the HOA Fees cover Lawn Maintenance. Enjoy a cool and comfort in the home as the Air Conditional was newly replaced in 2023. The Enclave at Montacino is a gated community that offers a resort style pool and professionally maintained landscaped grounds, and views of Lake Charity. This community is in the center of Central Florida with convenient access to major highways, top-rated schools, parks, shopping centers, and dining options. You will appreciate the convenance to Maitland City Centre, Park Avenue in Winter Park, Downtown Orlando and the RDV Sports complex within minutes. Enjoy the best of both worlds with a peaceful suburban lifestyle just minutes away from the vibrant amenities of downtown Maitland.

1415 Caring Court, Maitland

5 Beds 2.5 Baths Druid Hills Estates 1st Addition SubDv. 32751 Zip Code
Welcome to this stunning 5-bedroom, 2.5-bathroom mid-century gem! Boasting 2,289 sq ft of living space, this home offers a unique blend of modern updates and timeless charm. The open floor plan features a cozy living room with a fireplace that separates the bonus room, providing a versatile space for a formal dining area, playroom, study, or breakfast nook. The kitchen, with a direct open door to the bonus room, is perfect for entertaining and family gatherings with ample open space connected to a dining area in front of the double sliding door to the covered patio and pool, as well as the living room. The home's layout is designed for comfort and privacy, with four bedrooms and 2 full bathrooms conveniently located on the right side and a fifth bedroom with a half bath on the left, ideal for guests or a live-in relative. Enjoy the beauty of porcelain tile throughout, complemented by new travertine tile in the foyer. Recent updates include freshly painted interiors and exteriors, a new refrigerator, microwave, and 2 new bathroom sinks. Outdoor living is a delight with a large screened-in pool, replastered, and freshly painted pool deck in October 2023, perfect for relaxing and entertaining. The expansive patio and covered porch offer protected spaces for dining and lounging, rain or shine. Enhanced by new landscaping, exterior lighting, and motion/security lights, the home's exterior is as inviting as the interior. Practical features include a spacious shed for additional storage (15.9'x9.3'), a fully fenced yard, and a 2-car garage with a built-in closet and laundry area. An efficient AC unit installed in 2018 ensures year-round comfort, and the septic tank was serviced in May 2024 for peace of mind. The roof is fairly new from 2016. Located just 15 minutes from Winter Park and Downtown Orlando, easy access to 414, the expressway, and I-4, and a little over an hour to the beach, this beautiful home offers both convenience and tranquility. Don't miss out on the opportunity to own this meticulously maintained and updated property.

1030 Gregory Drive, Maitland

2 Beds 1 Baths Visconti West SubDv. 32751 Zip Code
This beautiful two-bedroom, one bath, 898 sqft condominium is located in the gated community of Visconti in Maitland. Centrally located, Visconti is just minutes from I-4, 408, Winter Park, Altamonte Springs, downtown Orlando, RDV Sportsplex, Maitland Center Business Park, shopping, dining & entertainment. The community features incredible amenities including a resort style pool overlooking Lake Shadow, spa, wi-fi access at pool deck, gated community entry, car wash area, community laundry area, clubhouse, fitness center, tennis court, basketball court, playground & more! Located on the first floor, the home features 9' ceilings in the living areas for an open and expansive feeling with the living room opening to a large screened patio through the over-sized sliding glass doors. The kitchen overlooks the living & dining rooms & contains a full suite of appliances including the refrigerator, range, over-the-range microwave, dishwasher, disposal & plenty of cabinet & counter top space. The master bedroom is spacious & includes a large walk-in closet with direct access to the full bath. The guest bedroom is also well-sized & also includes a large walk-in closet & easy access to the bathroom across the hall. Rounding out this wonderful home is the inside laundry room that will accommodate a full-size washer & dryer, additional storage closet on the patio, ceiling fans in the living room & bedrooms. Water, sewer & valet trash included in the homeowner's assoc. dues!

1375 Lake Shadow Circle Unit 11107, Maitland

Start Your Search