Maitland FL Real Estate & Homes for Sale

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Open House:

Saturday, 5/9 12:00-4:00PM

More Open House Info >

Beds:
5
Baths:
3.00
Sq.Ft.:
3,456
Status:
NEW LISTING
MLS#:
O6405379
Type:
Single Family
Subdivision:
Fries Park House Prop
Lot size:
1.73 Acres
Year built:
1984
A broker reciprocity listing Courtesy: PREMIER SOTHEBY'S INTL. REALTY 407-644-3295
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ADDITIONAL INFORMATION

An incredible opportunity in one of Maitland’s most exclusive communities offers stunning lakefront views of both Lake Catherine and Lake Eulalia. With one of only three private docks on Lake Catherine, this is truly a rare and special property. A charming brick street winds along the lake and leads to this timeless residence, uniquely positioned with frontage on two lakes. This elegant two-story home features five Bedrooms and sits on nearly two acres, providing exceptional privacy. Surrounded by indigenous Florida plants and abundant wildlife, the natural setting becomes part of your everyday lifestyle making you feel like you are living in the countryside. A gorgeous solid wood Dutch Door welcomes you into a gracious Foyer with soaring ceilings and expansive windows that fill the home with natural light. Authentic Oak floors extend throughout most of the home, complemented by custom detailed millwork throughout. Substantial crown molding in every room of the home draws the eye upward, adding depth and a polished, high-end finish to the interior. The layout includes a formal Living, Dining, and Great Room along with a downstairs Office or optional fifth Bedroom for guests. A bright Florida room spans the back of the home and opens to Outdoor Living spaces and a new fire pit - Perfect for entertaining! Custom built-ins and cabinetry, thoughtfully designed and crafted by Busby Cabinetry, enhance both beauty and functionality throughout this exceptional home. The Kitchen opens seamlessly to the Great Room and features 42-inch cabinetry, a center island, high-end Thermador stainless steel appliances, and exotic granite countertops. A Breakfast Room and additional peninsula provide ample space for casual dining and entertaining. The Great Room overlooks Lake Eulalia, while the Living Room and Bedrooms capture serene views of Lake Catherine - Both offering picturesque sunsets. Upstairs, the spacious Primary Suite includes an En-suite Bathroom with dual sinks, vanity area, soaking tub, and a walk-in shower. Additional Bedrooms are generously sized and feature large closets. The light-filled Florida Room connects to a bricked, covered Porch with stately columns, creating an inviting indoor-outdoor flow. The backyard is framed by mature landscaping and shaded by a canopy of trees, offering a peaceful, secluded lakeside retreat. Recent improvements include a new roof (2023), new siding (2021), updated dock, new Garage doors, and New Orleans-style lanterns. Additional upgrades include a new front Dutch door, spray foam energy-efficient insulation, walk-in closets in all Bedrooms, and an indoor Laundry Room. The three-car Garage includes an EV charger, with one bay currently converted into a climate-controlled Gym featuring rubber flooring and mirrors. The home is also equipped with two Rinnai tankless water heaters, wood plantation shutters, custom millwork, crown molding, wainscoting, and chair rails throughout. Enjoy a short walk to downtown Maitland’s events, Lake Lily and the popular Sunday Farmer’s Market, Enzian Theater, and a variety of excellent restaurants. The brand new Maitland Library is being built around the corner. Watch Lake Lily fireworks from your private dock, and benefit from easy access to I-4, Winter Park Village, and Park Avenue - All just minutes away.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,066
Status:
NEW LISTING
MLS#:
O6405841
Type:
Single Family
Subdivision:
Dommerich Ests 1st Add
Lot size:
0.2 Acres
Year built:
1964
A broker reciprocity listing Courtesy: COLDWELL BANKER REALTY 407-647-1211
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ADDITIONAL INFORMATION

Welcome to 1761 Tippicanoe Trail, a beautifully maintained home nestled on a quiet, tree-lined street in one of Maitland’s most desirable neighborhoods. This inviting residence blends timeless charm with thoughtful updates, offering comfort, style, and an exceptional location. Step inside to find warm and welcoming living spaces filled with natural light, spacious gathering areas, and a functional layout ideal for both everyday living and entertaining. The well-appointed kitchen flows seamlessly into the dining and family areas, creating an easy and comfortable lifestyle. The home features comfortable bedrooms, including a peaceful primary suite with a newly remodeled primary bathroom designed with modern style and convenience in mind. Additional updates include a newer AC system that is only one year old, providing peace of mind and energy efficiency. Enjoy Florida living year-round with a private backyard perfect for relaxing or hosting guests. Residents also enjoy deeded lake access, adding even more appeal to this special Maitland property. Don't miss the virtual walk through and floor plan sketch. Located in a great school district and just minutes from Park Avenue, beautiful parks, shopping, dining, and major roadways, this home offers the perfect combination of location, lifestyle, and value. Don’t miss the opportunity to make 1761 Tippicanoe your next home.

Open House:

Saturday, 5/9 2:00-5:00PM

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,565
Status:
NEW LISTING
MLS#:
O6406031
Type:
Condo
Subdivision:
Park Lake Twnhs Ph 02
Lot size:
0.17 Acres
Year built:
1979
A broker reciprocity listing Courtesy: EPIQUE REALTY, INC. 888-893-3537
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ADDITIONAL INFORMATION

More pictures coming soon. This is the kind of first home that makes life easier. With over 1,500 square feet, 3 bedrooms, 2.5 baths, and thoughtful updates throughout, this Maitland condo gives you room to grow without the heavy upkeep of a single family home. The remodeled kitchen features quartz counters, stainless steel appliances, and updated cabinetry, while downstairs tile flooring keeps maintenance simple. Enjoy a large dining area, separate living room, laundry room, enclosed patio, and attached garage. Upstairs, the spacious primary suite opens to a balcony overlooking the courtyard. The community pool, lake access, and HOA covered exterior maintenance add even more value, all in a location close to Maitland favorites, Winter Park, and downtown Orlando.

Beds:
2
Baths:
1.00
Sq.Ft.:
898
Status:
NEW LISTING
MLS#:
O6405605
Type:
Condo
Subdivision:
Visconti West Condominium
Lot size:
0.02 Acres
Year built:
2000
A broker reciprocity listing Courtesy: M2M REALTY 407-401-2275
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ADDITIONAL INFORMATION

Stunning fully renovated 2-bedroom, 1-bath condo featuring a complete top-to-bottom remodel completed in 2026, located in the highly desirable gated Visconti West community in Maitland. This move-in ready unit features luxury vinyl plank flooring throughout, a beautifully updated kitchen with modern soft-close cabinetry, sleek finishes, and stainless steel appliances, as well as a bright open-concept living and dining area. The living and dining room combination opens to a screened-in patio through large sliding glass doors, allowing for abundant natural light throughout the home. The kitchen includes a full suite of brand-new appliances, including a range, over-the-range microwave, dishwasher, refrigerator, and disposal, along with modern soft-close cabinetry and ample countertop space. Additional upgrades include a new water heater (2026) and AC system (2020). The unit also features a full-size washer and dryer and an additional storage closet on the patio. Community amenities include a resort-style pool, fitness center, clubhouse, tennis courts, and lake access. Conveniently located near shopping, dining, major highways, and downtown Orlando. Excellent opportunity for owner-occupants or investors.

Open House:

Saturday, 5/9 1:00-3:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,623
Status:
NEW LISTING
MLS#:
O6405361
Type:
Single Family
Subdivision:
Druid Hills Ests
Lot size:
0.41 Acres
Year built:
1958
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

Welcome to a rare opportunity in the beautiful neighborhood of Druid Hills in Maitland—this charming single-family home is on the market for the first time in 45 years. Built with solid block construction, this home offers exceptional durability, structural soundness, and reliable weather resistance, giving peace of mind for years to come. Situated on an expansive and highly desirable corner lot, the property provides a unique blend of privacy, space, and long-term potential. With .41 acres of land, this double lot offers endless possibilities, whether you’re looking to enjoy the generous yard or explore the option to split it into two separate parcels. Inside, the home features 3 bedrooms and 2 bathrooms across 1,623 square feet of thoughtfully designed living space. A spacious layout provides comfort and functionality, while large windows invite in natural light, creating a warm and welcoming atmosphere throughout. The 2-car garage offers ample storage and convenience, complementing the home’s practical appeal for everyday living. Outside, the oversized lot is truly the standout feature—lush, open, and full of potential for outdoor living, expansion, or future development. With its prime location, generous lot size, and first-time availability in decades, this is a one-of-a-kind opportunity you won’t want to miss.

Open House:

Saturday, 5/9 10:00-1:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,697
Status:
NEW LISTING
MLS#:
O6405045
Type:
Single Family
Subdivision:
Oakland Shores 1st Add
Lot size:
0.24 Acres
Year built:
1959
A broker reciprocity listing Courtesy: CENTRAL FLORIDA REALTY EXPERTS 407-542-4403
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ADDITIONAL INFORMATION

Welcome to life in one of Maitland’s most desirable established neighborhoods, located in Seminole County and known for its strong schools, friendly community, and convenient access to everything Central Florida. Just minutes from beautiful lakes, local restaurants, shopping, and the interstate for an easy commute, this home offers the perfect blend of comfort, connection, and lifestyle. Step inside to an inviting open-concept layout filled with natural light, creating a bright and airy feel throughout. The heart of the home is a brand new custom-designed gourmet kitchen, thoughtfully finished and ideal for both everyday living and entertaining. Bamboo flooring and stunning terrazzo details gives the home a timeless mid-century modern feel with warmth and character. Enjoy the added flexibility of a Florida room, perfect for a home office, playroom, or additional living space. A garage and a carport, along with abundant storage throughout maximizes the space. The outdoor area is designed for hosting and gathering, featuring new sod and plenty of room to relax or entertain. Major updates include a 2024 HVAC, 2025 water heater, and new piping. Schedule your private showing today! This one won’t last long.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,376
Status:
NEW LISTING
MLS#:
O6404282
Type:
Single Family
Subdivision:
Northgate
Lot size:
0.18 Acres
Year built:
1969
A broker reciprocity listing Courtesy: FLORIDA REALTY INVESTMENTS 407-207-2220
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ADDITIONAL INFORMATION

This AMAZING!, spacious 5-bedroom, 3-bath split-level home is located in a fantastic neighborhood and is packed with standout features. Upstairs, you’ll find beautiful wood flooring throughout the main living areas, with carpet in the bedrooms and tile in the baths. A stunning screened-in porch overlooks the backyard and pool, offering a perfect spot to relax or entertain. The bright and airy formal living room provides plenty of space, while the dining room includes sliding doors that lead out to the porch. The large eat-in kitchen offers ample cabinet storage and even features a convenient pass-through window to the porch/outside bar—ideal for hosting. The upper level includes three bedrooms two bathrooms. Just a few steps down, the lower level opens to a massive family room with tile floors set to entertain family and friends with two additional bedrooms with carpet and a full bath. Tile flooring runs throughout this level. Additional highlights include outdoor spa , updated windows, a re-piped plumbing system, updated Electrical, and a well-maintained interior full of character. The home comes with paid in full solar panels and a Terminix termite bond and Well Maintained sprinkler system. Washer/Dryer are located in the garage. The garage include cabinets for additional storage. The yard features mature Citrus trees and Magnolia trees adding to the home’s charm. With its flexible layout, inviting screened porch, and beautiful salt water pool area, this home truly has it all.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,432
Status:
NEW LISTING
MLS#:
O6404876
Type:
Condo
Subdivision:
Park Lake Twnhs
Lot size:
0.17 Acres
Year built:
1972
A broker reciprocity listing Courtesy: NEXTHOME NEIGHBORHOOD REALTY 407-377-7735
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ADDITIONAL INFORMATION

A beautiful affordable condo in Maitland. 2 bedrooms and 1 ½ baths with a 1 car garage. The kitchen has been updated with white cabinets and new counter tops. The appliances have been updated. There is a large dining room and separate living room. The utility room is on the 1st floor with an updated barn door for access. The 1st floor has wood flooring while the second floor has carpeting. The second floor has two bedrooms with an updated bathroom. The shower has been remodeled to allow easy access. This home has a large patio with artificial grass flooring. The one car garage is an added bonus. The property has had the window replaced, a new hot water heater and the electrical panel upgraded within the past couple of years. This wonderful unit is at a great price and will not last long.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,214
Status:
NEW LISTING
MLS#:
O6404438
Type:
Single Family
Subdivision:
Greenwood Gardens Sec 02 Rep 01
Lot size:
0.27 Acres
Year built:
1964
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Tucked away in the heart of Maitland, this thoughtfully updated three-bedroom, two bath residence blends everyday comfort with meaningful, modern upgrades. A private spa pool creates a serene outdoor retreat—perfect for unwinding or entertaining year-round in true Florida style. Inside, the home offers both function and peace of mind with a dedicated laundry room featuring a brand-new washer (2026) and newer dryer (2024). Major system updates have already been taken care of, including a new water heater (2025) and a recently installed HVAC system (April 2026), providing efficiency, reliability, and confidence from day one. Ideally located with close proximity to I-4 for easy commuting, and just a short walk to Maitland Community Park and Lake Lily, this home offers the perfect balance of convenience and lifestyle. A move-in-ready opportunity where the essential upgrades are already done for you.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,428
Status:
Active
MLS#:
TB8502707
Type:
Condo
Subdivision:
Carrington Park A Condo
Lot size:
0.02 Acres
Year built:
1973
A broker reciprocity listing Courtesy: THE KEYES COMPANY 305-371-3592
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ADDITIONAL INFORMATION

Beautifully well-maintained 3 bedroom, 2 bathroom condo located in the desirable Maitland area. This second floor unit features an updated kitchen, laminate flooring throughout, and an ope-concept layout that offers abundant natural light, including a bright and inviting porch space. The spacious primary-suite includes two walk-in closets. The communit offers a playground, fitness center, clubhouse a nice pool. Located closed to major roads and is walking distance to Publix, Starbucks and many other stores. Don't miss this exceptional opportunity!

Open House:

Saturday, 5/9 12:00-3:00PM

More Open House Info >

Beds:
3
Baths:
2.00
Sq.Ft.:
1,456
Status:
Active
MLS#:
O6403039
Type:
Single Family
Subdivision:
Forest Brook 5th Sec
Lot size:
0.21 Acres
Year built:
1973
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

Welcome to 775 Woodside Road, ideally situated on a quiet cul-de-sac just minutes from Maitland and Winter Park’s most popular destinations. This beautifully updated three-bedroom, two-bath home offers an open floor plan filled with inviting living spaces and abundant natural light. Luxury vinyl flooring was installed throughout the home in 2023, while plantation shutters in the living room and bedrooms add both style and privacy. Sliding glass doors from the dining area and primary bedroom open to the spacious backyard, offering plenty of green space and room for a future pool. The kitchen is both functional and welcoming, featuring soft-close cabinetry, quartz countertops, stainless steel appliances, a designer backsplash, farmhouse sink, and a breakfast bar perfect for casual dining or entertaining. All three bedrooms offer generous closet space, complemented by two additional hallway linen closets. The spacious primary suite includes a walk-in closet and an updated bath with a large glass-enclosed shower and dual-sink vanity. The guest bath features a shower/tub combination and an updated vanity. Recent improvements provide peace of mind and include a newer water heater (2019), HVAC system (2020), roof (2021), and a partial re-pipe to reroute the main sewer line (2021).

Beds:
4
Baths:
2.00
Sq.Ft.:
1,909
Status:
Active
MLS#:
O6402661
Type:
Single Family
Subdivision:
Forest Brook 3rd Sec
Lot size:
0.21 Acres
Year built:
1970
A broker reciprocity listing Courtesy: A+ REALTY PROFESSIONALS, INC 407-702-5243
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Location, Location, Welcome to your new 4 BED 2 BATH home tucked away on a quiet cul-de-sac street in the desirable Maitland community of "Forest Brook" This one-of-a-kind home offers the perfect blend of charm, space, and functionality. Lovingly maintained, the home welcomes you with a grand Foyer, Formal Living and Dinng rooms, open family room, ideal for gatherings. A new updated Chef's Kitchen, complete with a gas range, beautiful Cherry cabinets, new appliances, and new Quartz countertops. The spacious Florida Room has a fun step up bar with pass through access to the kitchen. Perfect for entertaining and offers its own AC/Heater unit. Step outside to the large wrap around Deck. Tons of space for outdoor entertaining. No neighbors behind you, just tons of conservation space. Additional upgrades include Roof-2021, AC-2023-Fl Room, AC-2025, Gas Water Heater-2010, Kitchen appliances 2023, Electrical panel- 2024. This home is ideally located just minutes from Winter Park, Casselberry, Winter Springs, Easy access to shopping, dining, and major commuter routes. Start living your Best Life.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,683
Status:
Active
MLS#:
O6401047
Type:
Single Family
Subdivision:
Druid Hills Park
Lot size:
0.2 Acres
Year built:
1967
A broker reciprocity listing Courtesy: EQUITYPRO LLC 407-203-6860
View additional info

ADDITIONAL INFORMATION

Welcome to 370 Sultana Lane, a beautifully renovated 3-bedroom, 2-bathroom home located in the highly desirable Druid Hills community of Maitland. With over $60,000 in thoughtful upgrades, this move-in-ready residence offers modern comfort without the hassle of future projects. Step inside to a fully reimagined open floor plan designed for both everyday living and entertaining. A redesigned foyer creates a warm and inviting entry, leading into a bright living space filled with natural light from surrounding windows. The home features brand-new flooring, fresh interior paint, updated lighting, and new blinds throughout, creating a clean, cohesive look. The kitchen has been completely transformed with new cabinetry, modern appliances, and a large contemporary sink—blending style and functionality. The guest bathroom has been fully renovated, while the primary suite offers tasteful upgrades, including a walk-in shower with subway tile and elegant grey-and-white hex flooring. Dual closets provide added convenience and storage. At the heart of the home, the spacious living area features a charming brick wood-burning fireplace, perfect for cozy evenings. A versatile bonus room at the front of the home offers flexibility for a home office, playroom, or additional living space. Crown molding throughout adds a refined touch. Major system updates provide peace of mind, including a 2020 roof, newer AC, newer water heater, upgraded electrical panel, PEX plumbing, and energy-efficient double-pane vinyl windows. The home also includes a water softener and fully paid-off solar panels for long-term savings. The two-car garage offers ample space, plus an additional refrigerator for extra convenience. Outside, enjoy fresh exterior paint, newly installed sod, and refreshed landscaping—ready for your personal touch. Situated in a quiet, friendly neighborhood with no HOA, this property offers flexibility and freedom. It is zoned for top-rated schools in Seminole County Public Schools and is just minutes from parks, dining, and major roadways, providing easy access throughout Central Florida. Whether you're searching for a primary residence or a smart investment opportunity, this home delivers exceptional value in a prime location.

Beds:
5
Baths:
2.00
Sq.Ft.:
2,360
Status:
Active
MLS#:
O6403669
Type:
Single Family
Subdivision:
Forest Brook 3rd Sec
Lot size:
0.29 Acres
Year built:
1970
A broker reciprocity listing Courtesy: EMPIRE NETWORK REALTY 407-440-3798
View additional info

ADDITIONAL INFORMATION

Indulge in the epitome of modern living with this fully renovated masterpiece! Boasting a thoughtfully designed split floor plan, 5 bedrooms, and 2 bathrooms, this home offers the perfect blend of space, style, and versatility. The heart of the home, the sleek kitchen, is a culinary haven equipped with stainless steel appliances, and ample counter space with upscale quartz countertops and storage. It's a canvas for your culinary creations. Whether you're a passionate collector or a lover of occasional indulgence, the built-in wine cooler transforms ordinary moments into extraordinary ones. Beyond elegant glass doors, unveil an expansive living room that is sure to captivate. Bathed in natural light, this grand space invites relaxation, entertainment, and cherished family moments. With 5 well-appointed bedrooms, there's ample space for everyone. The split floor plan ensures privacy and convenience for all members of the household. The master bedroom is a sanctuary of sophistication and comfort. With its spacious design and thoughtful layout, it provides an inviting escape from the world outside. The en-suite bathroom complements the master suite with its lavish features, double vanities, and a spa-like shower - experience the touch of rainfall from above and immerse yourself in the lap of luxury with the ceiling-mounted shower head. A dedicated bonus room adds an extra layer of versatility, it's ideal for a home office, playroom, or creative studio, the space adapts to your unique needs. Don't miss the chance to call this fully renovated gem your own. With its spacious layout, and modern finishes.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,049
Status:
Active
MLS#:
O6402797
Type:
Single Family
Subdivision:
Forest Brook 5th Sec
Lot size:
0.31 Acres
Year built:
1974
A broker reciprocity listing Courtesy: EMPIRE NETWORK REALTY 407-440-3798
View additional info

ADDITIONAL INFORMATION

This is the one you've been waiting for- a SLEEK MODERN HOME, where EVERY MAJOR SYSTEM AND FINISH has been REPLACED, REFRESHED and ELEVATED to perfection and minutes from Winter Park without the WP price tag! Located at 755 Woodside Road in the community of Forest Brook in Maitland with 3,054 Sq Ft. of living space, in a quiet CUL-DE- SAC, this 3 BEDROOM 3 FULL BATHROOM POOL home with 2 Car garage on a .31 ACRE LOT is effortless Florida living. From the moment you arrive you will be impressed with the mature, manicured landscaping and architectural features that sets the tone for the quality you will find inside. The EXPANSIVE OPEN FLOOR PLAN draws you in with an effortless flow between living, dining, and entertaining spaces. SLEEK MODERN CABINETRY, MARBLE FLOORING and DESIGNER FIXTURES elevate every room. The chef-inspired kitchen features a LARGE CENTER ISLAND perfect for casual dining, meal prep or gathering with guests. A stylish PASS THROUG BAR connects seamlessly to the Florida Room making entertaining a breeze. The OVERSIZED PRIMARY SUITE is a true retreat with MARBLE FLOORING, an abundance of natural light and CUSTOM SLIDING GLASS DOORS leading to the expansive pool deck. The en-suite bathroom features FLOATING VANITIES, MARBLE FLOORING and a SEAMLESS GLASS ENCLOSED SHOWER and STAND ALONE TUB that continues the modern aesthetic that feels like a five star hotel everyday. Laundry with sink and overhead cabinets is centrally located near the kitchen and primary suite. The focal point of the family room is the stunning MARBLE FACED FIREPLACE. Two generously sized secondary bedrooms are located off the family room, sharing a beautiful bathroom featuring marble floors, floating dual sink vanity and walk-in shower-consistent with the finishes throughout. The Florida Room is where the fun truly begins. Currently set up as the ultimate entertainment space, this incredible space offers endless possibilities- playroom, game room, movie room or the perfect indoor/outdoor lounge for hosting family and friends.NEW OVERSIZED WINDOWS frame spectacular views of the pool, floods the space with natural light and seamlessly connect the indoors to the out. The THIRD FULL BATH located off the Florida Room serves as the POOL BATH with walk-in shower, Jacuzzi, floating vanity and premium finishes. This homes outdoor spaces provide something for everyone. The large, screened-in pool deck features a Tiki Bar and dedicated PROJECTOR SCREEN AREA (Screen & Tiki Bar CONVEY IN THE SALE) perfect for entertaining pool side.The side yard with artificial turf is clean, low maintenance, and pet friendly. A charming brick paver seating area creates as cozy spot to relax, unwind or let the pets roam freely. Enjoy the tranquility of this homes beautiful backyard. ADDITIONAL LIST OF UPGRADES: 2020 HARDSCAPE & LANDSCAPING, 2021 NEW WATER HEATER & POOL PUMP, 2024/2025 REPLACED LARGE AC AND DUCTWORK, AC PRIMARY SIDE UNIT, 2025 NEW FLORIDA ROOM WINDOWS, ADDED RID-O-RUST SYSTEM TO WELL FOR IRRIGATION, SCREENED IN POOL/DECK, SOLAR PANEL (to be paid off at closing) ADDED DRY BAR WITH UPPER AND LOWER CABINETS IN DINING AREA. Conveniently located minutes away from boutique shopping, acclaimed dining and vibrant entertainment of the beautiful city of Winter Park with easy access to Orlando and surrounding communities. This home won't last long. Call your Agent to schedule a showing today!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,576
Status:
Active
MLS#:
O6403352
Type:
Single Family
Subdivision:
Greenwood Acres
Lot size:
0.29 Acres
Year built:
1977
A broker reciprocity listing Courtesy: KELLER WILLIAMS REALTY AT THE PARKS 407-629-4420
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ADDITIONAL INFORMATION

**This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to this beautifully updated 3 bedroom, 2 bathroom home offering nearly 1,600 square feet of comfortable living space in the heart of Maitland. Featuring a modern look throughout, this well maintained property showcases luxury vinyl flooring that flows seamlessly through the main living areas, creating both style and durability. The spacious layout includes generous living and dining areas, perfect for relaxing or entertaining, along with a functional kitchen that offers ample storage and workspace. A brand new roof installed in 2025 adds peace of mind and long term value. Step outside to enjoy a fully fenced backyard, ideal for privacy, pets, or outdoor gatherings. A wooden deck provides the perfect space for weekend barbecues or quiet evenings at home. Situated in a quiet, established neighborhood, this home offers a highly convenient location. You are just minutes from major roadways including I-4 and Maitland Boulevard, making commuting throughout Central Florida simple. Nearby shopping and dining options include Maitland Center, Altamonte Mall, and a variety of local plazas along Orlando Avenue. Parks, schools, and everyday essentials are all within easy reach, adding to the home’s overall appeal. This property combines modern updates, functional outdoor space, and a prime location, making it an excellent opportunity for a wide range of buyers.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,538
Status:
Active
MLS#:
O6402450
Type:
Condo
Subdivision:
Sun Bay Club Condo
Lot size:
0.12 Acres
Year built:
1982
A broker reciprocity listing Courtesy: INVESTOR'S REAL ESTATE LLC 407-688-4355
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 3-bedroom, 2-bath condo located in the highly desirable Sun Bay Club in Maitland. Offering 1,538 square feet of living space, this second-floor unit combines comfort, style, and convenience in a serene, gated community setting. Step inside to an impressive open floor plan featuring soaring 20-foot ceilings that create a bright and airy atmosphere, seamlessly connecting the living and dining areas—perfect for both everyday living and entertaining. The cozy fireplace adds warmth and charm, making this space feel like home from the moment you walk in. The newly remodeled kitchen is a standout, offering modern finishes and functionality for any home chef. Just beyond, enjoy your private sunroom with peaceful views of the community’s water fountain—an ideal spot for morning coffee or unwinding at the end of the day. Residents of Sun Bay Club enjoy access to exceptional amenities, including a clubhouse, pool, tennis courts, and scenic walking paths around the expansive lake. The location is unbeatable—just a short walk to the RDV Sportsplex and conveniently close to shopping, major highways, and everyday essentials. Plus, you’re only a short drive to downtown Orlando, world-famous theme parks, and Orlando International Airport. Additional highlights include a roof that is only 2 years old, offering added peace of mind. This is a fantastic opportunity to own a spacious, updated condo in a prime location—schedule your private showing today!

Beds:
2
Baths:
1.00
Sq.Ft.:
898
Status:
Active
MLS#:
O6402311
Type:
Condo
Subdivision:
Visconti West
Lot size:
0.17 Acres
Year built:
2000
A broker reciprocity listing Courtesy: USCO CAPITAL GROUP 407-666-7686
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ADDITIONAL INFORMATION

Amazing upgraded two-bedroom, one bath Condo in the gated waterfront community at Visconti in Maitland with features of spacious living and comfortability. This stunning Condo Unit features with large windows letting in plenty of natural light and giving the common living area a fresh air feel. The dining/living combo opens to a big, screened patio through sliding glass doors. The kitchen overlooks the living and dining room and contains a full suite, including the refrigerator, range, dishwasher, disposal and plenty of cabinet and countertop. The bedroom is also including a large walk-in closet. This unit has oversized laundry room that includes full-size washer and dryer.Visconti community comes with professional maintenance of Ponds, professionally landscaped and well-maintained common areas as well as a BEAUTIFUL Resort Style Pool and Club House along with tennis court, fitness, basketball court, car washing area ext. Primely located close to all shopping, entertainment areas and just minutes to major highways, I4. You don't need to look any further for your Dream Home! Schedule your viewing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing

Beds:
4
Baths:
3.00
Sq.Ft.:
3,625
Status:
Active
MLS#:
O6401795
Type:
Single Family
Subdivision:
Versailles
Lot size:
0.44 Acres
Year built:
1981
A broker reciprocity listing Courtesy: FANNIE HILLMAN & ASSOCIATES 407-644-1234
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Nestled within the quiet, established community of Versailles, this exceptional residence invites you to slow down and savor the good life. Offering over 3,600 sq. ft., this home features 4 spacious bedrooms and 3 full baths, with a layout that is both functional and flexible. The PRIMARY SUITE is conveniently located on the MAIN FLOOR and features an EXPANSIVE ATTACHED OFFICE, CRAFT ROOM OR SITTING ROOM—perfect for today’s lifestyle. This generous space also presents a unique opportunity for reconfiguration, allowing you to expand the primary bedroom and/or create a truly luxurious bath retreat tailored to your vision. Upstairs, three additional BEDROOMS ARE IMPRESSIVELY SIZED, offering plenty of room for family or guests. A STANDOUT FEATURE of the home is the BONUS ROOM with its own private entrance, located just off the rear garage—ideal for a game room, media lounge, or entertainment hub complete with space for a pool table, ping pong table, and a large-screen TV. At the heart of the home, the EXPANSIVE 23 x14 kitchen is filled with potential and already equipped with premium appliances, including a SubZero refrigerator, separate SubZero freezer, and a Viking cooktop. Built-in desk space and charming banquet seating create a welcoming spot for casual dining and everyday moments. The inviting family room is designed for cozy evenings, featuring a wood-burning fireplace, beverage fridge, ice maker, and sink—perfect for entertaining or unwinding. For larger gatherings, the expansive living room and adjacent dining area provide an elegant backdrop, whether hosting dinner parties, game nights, or enjoying music by a grand piano. Step outside to your private oasis, set on NEARLY HALF OF AN ACRE of beautifully landscaped grounds. The generous deck surrounds a stunning 10-foot-deep SWIMMING POOL offering endless possibilities for outdoor entertaining, relaxation, and recreation. Life in Versailles extends beyond your front door. HOA Residents can enjoy PRIVATE ACCESS TO LAKE Minnehaha, complete with a dock—perfect for paddleboarding, kayaking, or soaking in breathtaking sunset views. Just beyond the back gate, Maitland Community Park offers an array of AMENITIES including playgrounds, tennis courts, basketball, racquetball, and scenic fitness trails. A convenient paved path even connects you to nearby shopping and dining, including Publix. Ideally located with easy access to Maitland Boulevard, SR 414, I-4, and 436, SUNRAIL station is close and ZONED IN TOP RATED SCHOOLS, this home offers both tranquility and convenience. With an optional HOA, you have the freedom to enjoy the community on your terms. This is more than a home—it’s a lifestyle waiting to be embraced. Make your appointment today to view this lovely home!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,512
Status:
Active
MLS#:
O6392895
Type:
Single Family
Subdivision:
Winfield
Lot size:
0.16 Acres
Year built:
1997
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Welcome to this beautifully maintained home in the heart of Maitland, offering the perfect blend of comfort, functionality, and Florida lifestyle living. This thoughtfully designed residence features a bright and open layout with spacious living areas, soaring ceilings, and an abundance of natural light throughout. The kitchen serves as the heart of the home, complete with ample cabinetry, generous counter space, and a convenient breakfast bar that opens seamlessly to the main living and dining areas, ideal for both everyday living and entertaining. Sliding glass doors lead to a private backyard with a paver patio, creating the perfect space to relax or host gatherings. The primary suite offers a peaceful retreat with plenty of space, natural light, and an en-suite bathroom for added convenience. Additional bedrooms are well-sized and versatile, perfect for guests, a home office, or growing households. Situated on a quiet street, this home features a fully fenced yard, mature landscaping, and a two-car garage. Conveniently located near shopping, dining, major roadways, and top-rated schools, this property combines tranquility with accessibility. Don’t miss the opportunity to make this move-in ready Maitland gem your own, schedule your private showing today.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,652
Status:
Active
MLS#:
O6401831
Type:
Townhouse
Subdivision:
Moorings On Lake Maitland Condo Bldg 04
Lot size:
0.32 Acres
Year built:
1986
A broker reciprocity listing Courtesy: KELLER WILLIAMS WINTER PARK 407-545-6430
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ADDITIONAL INFORMATION

Welcome to The Moorings on Lake Maitland, one of the most in-demand communities in the area. Consider this unit, 3-bedrooms and 2-1/2 baths, approximately 1700 square feet of living space with a 1-car garage, and overlooking the beautiful peaceful courtyard, to be your blank slate. Gleaming wood floors and fresh painted throughout, it is just waiting for you to make it your own. You'll love this comfortable living space, and there is so much to work with! From the entry foyer you'll find the eat-in kitchen immediately on your right. Head through the kitchen to the spacious dining room, and into the living room with vaulted ceiling and zen garden view. Half-bath and inviting screened lanai complete the ground floor living space. Upstairs you'll find the large primary suite, also overlooking the courtyard, and two more bedrooms, both front-facing, and a full bath in the hallway. The laundry room with washer, dryer and utility sink is in the garage. The grounds, pool and club house are maintained by the community, so all you have to so is enjoy the ambiance of the beautiful grounds and the lakefront. The many advantages to this convenient location include being on Lake Maitland, and, easy access to necessities like grocery and drug stores, and restaurants within walking distance. This one is priced to sell, so don't miss this opportunity!

Beds:
3
Baths:
3.00
Sq.Ft.:
2,236
Status:
Active
MLS#:
O6401560
Type:
Single Family
Subdivision:
Dommerich Estates
Lot size:
0.38 Acres
Year built:
1957
A broker reciprocity listing Courtesy: LPT REALTY, LLC 877-366-2213
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ADDITIONAL INFORMATION

One or more photo(s) has been virtually staged. Tucked away on a cul-de-sac in beautiful Maitland, this 3-bedroom, 3-bath home with a bonus room offers space, comfort, and privacy on a generous 1/3-acre lot. With 2,236 square feet of living space and a 2-car garage, the home features an updated kitchen and upgraded bathrooms, blending modern touches with everyday functionality. Enjoy cozy evenings by the fireplace or relax in the bright sunroom overlooking the fully fenced backyard with a concrete wall for added privacy. A screened-in porch provides the perfect spot to enjoy Florida living year-round. This home’s prime location in Maitland provides easy access to top-rated schools, parks, shopping, dining, and major highways, making it both a peaceful retreat and a convenient base for daily living!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,707
Status:
Active
MLS#:
O6401412
Type:
Single Family
Subdivision:
Forest Brook 3rd Sec
Lot size:
0.24 Acres
Year built:
1970
A broker reciprocity listing Courtesy: FLORIDA HOME TEAM REALTY LLC 407-774-8100
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ADDITIONAL INFORMATION

Welcome to a home that doesn’t just check boxes — it supports your lifestyle. Tucked into one of Maitland’s beloved neighborhoods, Forest Brook, this delightful property blends comfort, practicality, and a little everyday serenity. *Lots of new since 2023: Whole house generator, 20’x12’ shed, front and back sod (just completed 4/2026), renovated driveway, gutters, vinyl fence in backyard & so much more!!* Home oozes charm showcasing a sunny yellow exterior with shutter details, white columns on covered front porch, fresh Florida style landscaping, finished concrete driveway, all leading you to covered front entry with pretty leaded glass front door. Step inside to tiled foyer entry and you’ll find a split floor plan offering privacy, flow, and room to spread out — whether you’re hosting, working from home, or simply enjoying a quiet morning. Separate formal dining room complete with sparkling chandelier and French door to patio has yard views. Generous living room has wood floors, new ceiling fan and wall of windows with double French doors to patio plus Plantation shutters. Inviting kitchen is a true gathering spot with a large island with seating on both sides, not to mention all the counter space, white cabinetry, complete stainless steel appliance package and new window above sink. Dedicated office/bonus space has ceiling fan and French door to patio with Plantation shutters. Spacious primary suite flaunts Plantation shutters, new ceiling fan, a walk-in closet plus an en-suite bath with adult height dual vanities, private commode and tiled shower stall. Two guest bedrooms on the other side of the home share updated bath with stylish modern vanity, dual sinks, decorative framed mirrors, chic light and a tub/shower combo. Unwind out back on the oversized covered and screened patio with dual ceiling fans offering lots of gathering space. Every room on the backside of the home contains a French door making it the perfect opportunity for that indoor-outdoor feel. Oversized backyard is fully fenced, freshly sodded and creates the perfect lush, green space ready for play, pets, gardening or gatherings. 20’x12’ shed is a dream for storage lovers or anyone who needs extra space – double doors, tons of room and endless possibilities. No power outages here! A whole house generator keeps life running smoothly no matter the weather. No scrambling, no stress — just uninterrupted comfort and security. Tree lined streets and quick access to parks, major connectors like 436, 414, N Orlando Avenue, Howell Branch Rd/Horatio, Red Bug Rd plus the YMCA, Advent Health and endless dining and shopping options like the Maitland City Center, Downtown Winter Park and so much more— it’s the kind of place where life feels a little easier and a lot more enjoyable!

Beds:
4
Baths:
4.00
Sq.Ft.:
2,931
Status:
Active
MLS#:
TB8499961
Type:
Single Family
Subdivision:
Wellington
Lot size:
0.35 Acres
Year built:
1985
A broker reciprocity listing Courtesy: LISTED SIMPLY 800-995-5879
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ADDITIONAL INFORMATION

Beautiful and spacious home at 1281 Wellington Terrace featuring high beam ceilings and elegant tile floors throughout. The open layout offers wonderful natural light and two master bedrooms, perfect for flexible living. New windows add comfort and efficiency. Enjoy a private, low-maintenance backyard ideal for relaxing or entertaining. Located in a beautiful neighborhood just minutes from Winter Park shopping and dining, with easy access to I-4 for convenient commuting.

Beds:
4
Baths:
6.00
Sq.Ft.:
4,478
Status:
Active
MLS#:
O6402702
Type:
Single Family
Subdivision:
Lake Colony Ph 02
Lot size:
1.36 Acres
Year built:
2002
A broker reciprocity listing Courtesy: COMPASS FLORIDA LLC 407-203-9441
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ADDITIONAL INFORMATION

Modern, mediterranean lakefront residence in one of Maitland’s most desirable GATED communities, positioned on a private cul-de-sac atop a natural rise. Set on over 1.3 acres with approximately 179 feet of frontage on Lake Jackson (ski lake), the property offers a rare combination of elevation, privacy and expansive water views in a central Maitland location with quick access to I-4, downtown Maitland and Park Avenue, Winter Park. Lake Colony Estates is conveniently located across the street from Orangewood School. The home was custom built by Keith Groninger, a 10-time Parade of Homes winner. A tree-lined drive leads to a paved driveway and a welcoming entry with imported hand-crafted 8-foot wood doors and tile roof. Inside, the foyer opens to a dramatic great room with 20-foot cathedral ceilings, clerestory windows and a floor-to-ceiling wood burning fireplace, butlers pantry and wet bar. The home has been refreshed with white interior paint, enhancing the natural light and giving the interiors a timeless backdrop. The gourmet kitchen is designed for both function and gathering, featuring 3cm granite countertops, a large island, 5-burner gas cooktop with custom stone and mortar arch detail, tumbled marble backsplash and vaulted ceilings with exposed wood beams sourced from Pennsylvania. Expansive lake-facing pocketing windows frame Lake Jackson and open the chef’s kitchen to the screened porch for effortless outdoor dining and entertaining The first-floor primary suite features engineered hardwood floors, direct access to the outdoor pool and a spacious bath finished in tumbled marble with a soaking tub, dual vanities and walk-in shower. A large custom walk-in closet provides generous storage. Upstairs, three oversized bedrooms each offer ensuite baths and a large bonus room overlooking the lake. Outdoor living is centered around the covered, screened porch, lakefront setting and gated pool. The private and expansive lawn -179 feet of shoreline, complemented by a private boathouse (newer lift) with direct access to Lake Jackson for boating, skiing, jet skis, canoes, paddleboards and more! Also, enjoy sunrise views over Lake Jackson! Additional features include two new ACs, oversized three-car garage, amazing storage and closet spaces, mature and new landscaping and carefully maintained architectural detailing throughout. American Home Shield home warranty offered with full price or higher offer for American Home Shield. Four point, roof certification and wind mitigation reports will be provided by the sellers.

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Andrea Conner, License #BK3437731, Xome Inc., License #1043756, [email protected], 844-400-9663, 750 State Hwy 121 Bypass, Suite 100, Lewisville, TX 75067


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Maitland Real Estate

Maitland is located in Florida. Maitland, Florida has a population of 19,154. Maitland is less family-centric than the surrounding county with 27.11% of the households containing married families with children. The county average for households married with children is 31.51%.

The median household income in Maitland, Florida is $84,289. The median household income for the surrounding county is $65,784 compared to the national median of $69,021. The median age of people living in Maitland is 35.5 years.

Maitland Weather

The average high temperature in July is 92.1 degrees, with an average low temperature in January of 49.1 degrees. The average rainfall is approximately 52 inches per year, with 0 inches of snow per year.

Maitland Map

Maitland Real Estate Market Conditions

  • Median sales price

    $535,000
    24.7%
    change since last quarter
  • # Active listings

    111
    30-day change

Maitland Schools and Demographics

Education near Maitland, FL

City County
High School Graduates 97.01 89.47
College Degree - 2 year 10.41 11.45
College Degree - 4 year 57.01 35.7
Graduate Degree 13 9.12
Expenditures per Student 12,701 12,701
Students per Teacher 17.3 17.3

Elementary Schools near Maitland, FL

Grades Students P/T Ratio ZIP
Altamonte Elementary School PK - 05 813 12.5 32701
Dommerich Elementary School PK - 05 603 15.1 32751
English Estates Elementary School PK - 05 829 14.1 32730
Forest City Elementary School PK - 05 927 14.1 32714
Hungerford Elementary School PK - 05 283 13.5 32751
Killarney Elementary School KG - 05 444 14.8 32789
Lake Orienta Elementary School PK - 05 770 14 32701
Lake Sybelia Elementary School PK - 05 600 13.3 32751
Spring Lake Elementary School PK - 05 706 13.3 32714

Middle Schools near Maitland, FL

Grades Students P/T Ratio ZIP
Maitland Middle School 06 - 08 909 18.9 32751
Teague Middle School 06 - 08 1,332 17.1 32714

High Schools near Maitland, FL

Grades Students P/T Ratio ZIP
Lake Brantley High School 09 - 12 2,727 19.2 32714

Ungraded Schools near Maitland, FL

Grades Students P/T Ratio ZIP
* Winter Park Education Center 11 - 12 0 32789
La Amistad School KG - 12 48 9.6 32751
Winter Park Tech AE - AE 0 32789

Demographics near Maitland, FL

City County
Neighborhood Type Suburban
Population 19,154 1,409,949
Population Density 3,565 1,562
Median Age 35.5 35.7
People per Household 2.3 2.9
Median Household Income 84,289 65,784
Average Income per Capita 52,013 33,498

Real estate near Maitland