3 beds
2.5 baths
2,066 sqft
1761 Tippicanoe Trail, Maitland, FL 32751
coldwell banker realty 
Search saved!
You'll be the first to know when new homes hit the market.
Price Range
Filters
ⓘ Match mode is set by the AND / OR / NOT you typed.
Searches listing descriptions, features, locations, subdivisions & schools
137 Results
Click and drag to draw your search.
Map types
Sort:
No results found in this region.

3 beds
2.5 baths
2,066 sqft
1761 Tippicanoe Trail, Maitland, FL 32751
coldwell banker realty 
Situated on a quiet, tree-lined street in the highly sought after and desired Dommerich neighborhood this home is just a short walk or bike ride to DOMMERICH Elementary and Maitland Middle schools. This charming residence has been thoughtfully renovated and offers the best of old world charm and modern updates. Some of this homes many features include an renovated oversized kitchen with breakfast bar seating, indoor laundry room with office space, beautiful hardwood flooring, updated bathrooms, newer AC system installed in 2023/24 and a bright and open floorplan which is perfect for indoor/outdoor entertaining. Located in a fabulous school district and is conveniently located to all the great amenities the Maitland and Winter Park lifestyles have to offer. Residents also enjoy deeded lake access to the Winter Park Chain-of-Lakes with boat ramp, panic area and dock with canoe/paddleboard storage. This home should be viewed in person to truly appreciate what a rare find it is!

3 beds
2 baths
1,154 sqft
761 Robinhood Drive, Maitland, FL 32751
re/max assured 
Virtually Staged. PRICED BELOW APPRAISAL! Exceptional value in a desirable Maitland location! Whether you’re starting out, slowing down or somewhere in between, this home is a must see. Located in an absolutely delightful neighborhood and beautifully renovated in 2026. Your new home is move-in-ready and features new windows, flooring, hot water tank, entry and garage doors, as well as new exterior siding and the roof and HVAC were replaced in 2023. Soaring 14-foot ceilings and expansive sliding glass doors fill the home with natural light and create a bright, inviting atmosphere. The beautifully updated kitchen is a true delight, featuring quartz countertops with a waterfall edge, abundant cabinetry, pantry, a smart digital faucet with temperature display, and new stainless-steel appliances. The cozy breakfast nook overlooks the spacious, fenced backyard and is the perfect spot to enjoy your morning coffee. The desirable split-bedroom floor plan offers privacy, while the primary suite opens directly to the generously sized screened porch—perfect for relaxing or enjoying the Florida lifestyle. The location is hard to beat, with the SunRail, Lake Lily Park, shopping, dining, and entertainment all nearby. And best of all, NO HOA! A beautifully renovated home in a fantastic location and priced to deliver outstanding value—don't miss it!

2 beds
2 baths
1,206 sqft
2305 Haywood Court 203, Maitland, FL 32751
corcoran premier realty 
**Welcome to Carrington Park, a beautifully maintained community in the heart of Maitland!** This spacious **2-bedroom, 2-bathroom condo** offers **over 1,200 square feet** of comfortable living space and has been lovingly cared for as a seasonal winter home, reflecting its exceptional condition throughout. Step inside to discover a bright and inviting floor plan featuring **vaulted ceilings**, **no carpet throughout**, and **newer kitchen appliances**, creating a clean, low-maintenance living environment. The home is being offered **mostly furnished**, making it an ideal opportunity for a primary residence, seasonal retreat, or investment property. Enjoy the convenience of a well-maintained community with a beautiful swimming pool and peaceful surroundings, all while being just minutes from abundant shopping, popular restaurants, entertainment, and major roadways for easy access throughout Central Florida. Located in one of Maitland's most established and desirable areas, this move-in-ready condo combines comfort, convenience, and exceptional value. **Whether you're looking for a full-time residence, a winter getaway, or an investment opportunity, this is a home you won't want to miss. Schedule your private showing today!**

3 beds
2 baths
1,343 sqft
2362 Sierra Lane, Maitland, FL 32751
safford real estate llc 
Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom condo in the desirable Sierra Condominium Association, offering a comfortable split-bedroom floor plan, private attached garage, exceptional curb appeal, and a serene outdoor setting. The meticulously maintained landscaping features a stunning bougainvillea plant, adding vibrant color and charm to the home's inviting exterior. Inside, wood flooring extends through the family room, hallway, and primary bedroom, adding warmth and character to the living spaces. The spacious family room features a wood-burning fireplace and additional storage closet space, providing both a cozy gathering area and convenient functionality. The kitchen offers 42-inch wood cabinetry with ample storage and provides a functional space for everyday cooking and entertaining. The open flow into the main living areas makes it easy to stay connected with family and guests. The split-bedroom floor plan provides added privacy, with the spacious primary suite thoughtfully separated from the additional bedrooms. The primary bedroom features wood flooring, while both full bathrooms are equipped with walk-in showers and porcelain tile flooring, adding a clean, durable, and stylish finish. The HVAC system was replaced in 2020 and has been routinely serviced for added peace of mind. Enjoy the tranquility of your private outdoor space with a paver patio and covered pergola overlooking a peaceful creek—an ideal spot for morning coffee, outdoor dining, or unwinding at the end of the day. The property also includes a private attached one-car garage, providing convenient parking and additional storage. Residents of the Sierra Condominium Association enjoy desirable community amenities, including a community swimming pool and tennis courts, with cable and internet included in the association fees for added convenience and value. Conveniently located near shopping, dining, entertainment, and major roadways, this home provides easy access to Orlando and surrounding communities while offering a peaceful retreat to call home. Combining low-maintenance living, beautiful landscaping, thoughtful storage, desirable amenities, and a tranquil creekside setting, this Sierra condo is an opportunity you won't want to miss.

3 beds
2 baths
1,406 sqft
416 Banyon Tree Circle 108, Maitland, FL 32751
fortex realty inc 
Move-in ready 3-bedroom, 2-bath condo in the heart of Maitland! This beautifully maintained home features an open-concept layout, abundant natural light, and ceramic tile flooring throughout. The updated kitchen offers generous cabinetry, stylish countertops, decorative backsplash, stainless steel appliances, breakfast bar, and views of the community pool. The spacious primary suite features a walk-in closet and private ensuite bath, while two additional bedrooms offer flexibility for family, guests, or a home office. Enjoy the convenience of a full-size stacked washer and dryer, ample storage, and generous closet space. Community amenities include a sparkling pool, picnic areas, BBQ grills, and mature landscaping. Ideally located within walking distance of Casselberry Commons, offering Publix, Starbucks, shopping, dining, and more, with easy access to major highways and Central Florida attractions.

5 beds
3.5 baths
3,379 sqft
60 Oakleigh Lane, Maitland, FL 32751
fannie hillman & associates 
Coveted Maitland Location – Renovate or Build New! A rare opportunity to create your dream home in one of Maitland’s most sought-after communities. Situated on nearly half an acre along a quiet, beautiful street, this 5-bedroom, 3.5-bath home offers a spacious floor plan, an oversized pool, and endless potential. Renovate the existing home and make it your own or take advantage of the incredible homesite and build the home you’ve always envisioned. With the property already replumbed and rewired, there’s a great foundation for a thoughtful renovation. And then there’s the location—you simply can’t beat it. Enjoy the charm and convenience of Downtown Maitland, with its local restaurants, shops, farmers market, parks, and community events all nearby. Stroll to neighborhood favorites, spend a morning at the Maitland Farmers Market, or enjoy the beautiful grounds, museums, and gardens of the Art & History Museums of Maitland. Winter Park and Park Avenue are just a short drive away, along with convenient access to major roadways and the airport. Whether you choose to reimagine the existing home or start fresh, this is a special opportunity to create something truly your own in a community you’ll never want to leave.

4 beds
2.5 baths
2,545 sqft
212 Flame Avenue, Maitland, FL 32751
coldwell banker realty 
RARE OPPORTUNITY! Nestled on .68 acres in one of Maitland‘s most established and beautiful neighborhoods, Hidden Estates, this single story 4 bedroom, 2.5 bath pool home is filled with loads of character and charm. Once you enter the handsome foyer with brick flooring, you will notice the spaciousness of this home, which is one of its greatest features. The beautiful mature landscaping and plenty of room to enjoy the outdoors provides this property with an incredible sense of privacy that is so increasingly hard to find! The great room with brick fireplace and adjacent living room, as well as the kitchen, overlook the large pool and expansive deck just perfect for entertaining or simply relaxing in your own backyard retreat. The inside utility room and half bath are conveniently located right off of the kitchen. The large game room/office/workout room has lots of cabinetry for wonderful storage space. The home’s layout offers tremendous potential for a buyer ready to renovate while preserving its unique warmth and character. Convenient access to shopping, dining, schools, and medical facilities adds to it’s desirable location. This long time, family home awaits its next chapter, offering it’s new owner an exceptional setting to preserve or create something truly special. Look forward to seeing you there!

3 beds
2 baths
2,016 sqft
106 S Lakewood Circle, Maitland, FL 32751
keller williams heritage realty 
Do you enjoy boating, fishing, and relaxing days on the water just moments from home? This beautiful three bedroom two bath block home offers private access to Lake of the Woods in Maitland Florida! Inside you will find; porcelain wood-plank tile flooring flows throughout, providing a clean, modern look with easy maintenance, major improvements including a 2026 HVAC, 2019 roof, PEX plumbing, 200-amp electrical service, newer septic system, and hurricane panels. Outside, the property offers exceptional functionality with a spacious driveway accommodating up to five vehicles, a two-car garage, heavy-duty metal storage shed, and a screened lanai ideal for relaxing or entertaining. Conveniently located in Maitland with easy access to Interstate 4, for commuting, shopping, dining, east and west coast beaches, two international airports, and world renowned theme parks. This home combines meaningful updates, generous parking, storage, and the lifestyle benefit of private lake access—all in one desirable location.

4 beds
3 baths
2,321 sqft
7909 Chartreux Lane, Maitland, FL 32751
realty hub 
A beautifully renovated, move-in ready family home is now available in the established Winfield community in the heart of Maitland. This 4-bedroom, 3-bathroom, two-story property, set on 2,321 square feet of thoughtfully updated living space, combines fresh modern finishes with the long-term peace of mind every family deserves. Step inside to a bright, open layout filled with natural light, complemented by brand new flooring, fresh paint and modern fixtures throughout. The fully renovated kitchen takes center stage with gorgeous Olive Green solid wood shaker cabinets featuring soft-close hinges, elegant Quartz countertops, brand new appliances and a clean, timeless design built to stand the test of time. All bathrooms have been fully updated with a fresh, modern feel, while major improvements including a brand new roof, a fully serviced AC and a new water heater offer the kind of worry-free ownership that lets you focus on what really matters; making everlasting memories with your family. Outside, the property continues to shine with a large backyard and a spacious two-car garage, creating the ideal setting for weekend gatherings, quiet evenings and everyday enjoyment. Set within Winfield, a well-established neighborhood of quiet streets and mature landscaping where pride of ownership is evident and neighbors create a genuinely welcoming atmosphere, this is a community that has stood the test of time. Conveniently located just minutes from the Genesis mega gym, Lake Shadow Park, the Maitland Center business district and the shopping and dining along Maitland Boulevard, with quick access to I-4, HWY 414, historic downtown Maitland, Winter Park's Park Avenue, the Maitland SunRail station and both the Orlando International Airport (MCO) and Orlando Sanford International Airport (SFB), this home truly offers the ideal blend of lifestyle, comfort and location. This is a fantastic opportunity to plant roots in one of Central Florida's most convenient and sought-after communities. Reach out to your preferred real estate professional today to schedule your private showing before it's gone.

3 beds
2 baths
1,785 sqft
1231 N Lake Sybelia Drive, Maitland, FL 32751
coldwell banker realty 
Virtually Staged. LOCATION! LOCATION! LOCATION! Set on a beautiful street lined with multi-million dollar homes and beautifully landscaped yards, this 1,785-square-foot, 3-bedroom, 2-bathroom single-story home offers comfortable, practical living with no HOA. The location puts the best of the area right at your doorstep. You are within short walking distance to Homer Hough Park on Lake Sybelia where you have access for kayaking or paddle boarding! A quick 3-minute drive (less than a mile) brings you to Lake Lily Park, the Maitland Community Center, and the Maitland Public Library. You are also just minutes from the new Maitland downtown shops, the Maitland Art Center, the local Farmers Market, top-rated schools, Winter Park dining, and I-4. Inside, walking through the double entry doors brings you into a bright foyer with a direct view straight into the backyard through a wall of windows. The open layout features fresh paint and newer energy-efficient windows, with easy-to-maintain laminate flooring throughout the main living areas and bedrooms, and tile in the kitchen and bathrooms. The central kitchen features granite countertops, a breakfast bar, and stainless steel appliances, including a new refrigerator and dishwasher. Right off the 2-car garage and kitchen, a large indoor laundry room acts as a functional mudroom with a utility sink and space for added storage. The primary bedroom includes a walk-in closet and an ensuite bath, while two guest bedrooms share a full hall bathroom. Out front, a circular driveway provides convenient extra parking. In the back, new sliding glass doors lead to a spacious, fully fenced yard with plenty of room for a pool, garden, or patio. Also, move in with total confidence knowing this home is backed by transferable Florida Pest Control warranties covering both Drywood and Subterranean termites. Key mechanical updates include a 2021 roof, updated plumbing and electrical, and a recently serviced dual AC system.

4 beds
2 baths
1,959 sqft
2453 Worthington Road, Maitland, FL 32751
fannie hillman & associates 
This meticulously maintained 4-bedroom, 2-bath home is located in English Estates on a street where neighboring homes sell for significantly more—giving you the opportunity to build instant equity! The home is on city sewer, and recent improvements include fresh paint, new carpet (2026), a 2018 roof, and a new dishwasher, range and range hood. The efficient kitchen features original wood cabinets that have been beautifully restored and updated with new hardware, adding warmth, character, and timeless appeal. With lots of counter space, a window over the sink, and a large breakfast bar, the kitchen is both functional and inviting. It seamlessly connects to the family room, which features a wonderful brick fireplace and sliding glass doors leading to the outdoor patio overlooking a private, fenced backyard. The home also boasts both formal living and dining rooms, providing plenty of space for entertaining. The spacious primary bedroom offers a large walk-in closet, while the great secondary bedrooms provide flexibility for family, guests, or a home office. Beautiful terrazzo flooring is located underneath the carpet, offering the opportunity to restore a classic feature of the home. A large brick driveway provides ample parking for residents and guests, and the home is conveniently within walking distance of English Estates Elementary School. This home is truly ready for you to make it your own, offering a desirable location, spacious layout, and an incredible opportunity to build equity. Conveniently located near shopping, restaurants, and major roads, this home offers both comfort and convenience. Call today to schedule your private viewing of this wonderful home!

3 beds
2 baths
1,955 sqft
535 Brookside Circle, Maitland, FL 32751
first magnolia homes 
Waterfront potential on Brookside Circle! Classic 3-bedroom, 2-bathroom property situated directly on peaceful Howell Creek with canoe access to Waumpi Lake. Renovation opportunity! The interior layout includes a living room with a window nook, a dedicated dining area, and a primary suite located off the dining room. The kitchen features a breakfast nook and opens directly into the main living area. A split floor plan places two secondary bedrooms on the opposite side of the home, alongside an indoor, air-conditioned laundry room. The second full bath opens directly to the screened pool deck to serve as a dedicated pool bath. The property sits on an expansive lot featuring a wide side yard and a deep backyard running along the creek. Filled with warmth and pride of ownership, the home showcases unique, hand-painted artistic touches throughout that reflect years of love—ready for the next owner to bring their own style. Ready for a complete transformation, this property presents an exceptional waterfront renovation opportunity. Schedule your tour today!

1 bed
1 bath
759 sqft
476 Banyon Tree Circle 104, Maitland, FL 32751
corcoran premier realty 
Discover comfort, style, and convenience in this beautifully renovated and tastefully furnished first-floor condominium in the centrally located Carrington Park community. This inviting home features brand-new tile flooring throughout and a thoughtfully updated kitchen with wood cabinetry, stainless steel appliances, granite countertops, and a spacious pantry for excellent storage. The generously sized bedroom includes a walk-in closet, offering plenty of room for organization. The updated bathroom features a walk in shower, new toilet and vanity. Carrington Park provides a desirable lifestyle with multiple swimming pool areas, a fitness facility, playground, and a peaceful courtyard for relaxation. Ideally located just steps from shopping and near the intersection of Howell Branch Road and 436, this condo offers easy access to major destinations, including UCF, Valencia, and Full Sail. A great opportunity for those seeking a move-in ready home in a convenient central location.

3 beds
2 baths
1,322 sqft
1866 Bobtail Drive, Maitland, FL 32751
407 properties 
Under contract-accepting backup offers. Beautiful Winfield Community home in Maitland Florida will not last long. This 3 bedroom/2 bath home has so much to offer. The property recently has had a new roof put on this year in 2026, new AC unit this year in 2026, and freshly painted in 2026. The kitchen features an eat in bar top as well as a large island for plenty of use-able countertop space. The back yard is fully fenced in for privacy. The home comes with a stove, refrigerator, microwave, washer, and dryer. The garage is oversized for 2 cars with extra space for storage. The flooring is ceramic in the main living areas for easy cleaning when needed. Low HOA dues for an upscale community. Dont miss out on this home.

4 beds
3 baths
2,931 sqft
1281 Wellington Terrace, Maitland, FL 32751
noelke realty 
Welcome to 1281 Wellington Terrace, a beautifully maintained 4-bedroom, 3-bath home offering 2,931 square feet in one of Maitland’s most desirable and established neighborhoods. With spacious interiors, thoughtful updates, and deeded access to Lake of the Woods, this home offers an exceptional combination of comfort, versatility, and location. One of the home’s most distinctive features is its rare split floor plan with two private primary suites positioned on opposite sides of the home. The second primary suite also features its own separate entrance, offering exceptional flexibility for multigenerational living, extended family, guests, a private home office, or an independent retreat—all while maintaining privacy within the main residence. Inside, soaring beamed ceilings and skylights fill the home with natural light, while a beautiful statement fireplace anchors the main living area. The open kitchen flows effortlessly into the gathering spaces and is complemented by a separate butler’s pantry and spacious laundry room, providing the extra storage, functionality, and convenience that make everyday living and entertaining effortless. Recent improvements include new windows throughout and a three year old roof, adding comfort, efficiency, and peace of mind. An expansive Florida room opens the home to the private, low-maintenance backyard, creating a wonderful extension of the living space and an inviting setting for entertaining, morning coffee, or simply relaxing and enjoying Florida living year-round. Ideally located in Maitland’s sought-after Wellington community, residents enjoy deeded lake access, highly rated Seminole County schools, and convenient access to Winter Park’s Park Avenue, with its renowned restaurants, boutiques, museums, and cultural attractions. Nearly 3,000 square feet, two private primary suites, generous living spaces, beautiful architectural character, and an outstanding Maitland location—1281 Wellington Terrace offers the space, privacy, and flexibility to live beautifully at every stage of life.

5 beds
3 baths
2,837 sqft
956 Stonewood Lane, Maitland, FL 32751
real broker, llc 
**STUNNING LAKEFRONT RETREAT IN MAITLAND!** Step into your next chapter at this exceptional lakefront property, where striking curb appeal is only the beginning. Perfectly positioned along the serene shores of **Lake Ruby**, this home blends timeless character with thoughtful modern updates. Inside, natural light pours through dramatic vaulted ceilings, illuminating spacious open living areas. The main gathering space flows seamlessly into the dining area, both showcasing **panoramic lake views** through expansive **updated sliding doors**, complemented by **built-in shelving** and **skylights** that enhance the airy ambiance. For the culinary enthusiast, the kitchen is more than a workspace—it’s a creative haven featuring **Corian countertops**, **tile backsplash**, abundant cabinetry, and **stainless steel appliances**, including a **newer dishwasher**. A charming **garden window** offers the perfect spot for plants or décor, while the eat-in nook provides yet another **stunning lakefront view**. Enjoy casual meals here or take the experience outdoors to the **incredible deck**, where Florida breezes set the tone for unforgettable gatherings. The formal dining room, anchored by a **wood-burning fireplace**, invites cozy evenings and intimate celebrations. Nearby, a versatile family room adapts to your lifestyle—ideal as an office, den, playroom, or even a fifth bedroom—with sliders leading to the **screened-in porch** and more peaceful lake scenery. The master suite is a true sanctuary, complete with a **private deck** overlooking Lake Ruby—perfect for sunrise reflections or unwinding at day’s end. The spa-inspired bathroom features designer tile and a rejuvenating shower, while the walk-in closet offers exceptional organization. Additional bedrooms provide comfort for family or guests, each with access to **updated bathrooms** that balance style and practicality. The home also includes an **indoor laundry room** with sink and **2-year-new washer and dryer**, plus numerous major updates: **roof (2019)**, **water heater (2023)**, **plumbing (2022)**, **AC (2017)**, and **irrigation with reclaimed water**. The beautifully landscaped **large corner lot** enhances the property’s charm. Convenience is unmatched with easy access to Maitland’s top amenities, schools, and major highways. This isn’t just a home—it’s a lifestyle, offering beauty, comfort, and the rare opportunity to live lakefront in one of the area’s most desirable communities. Homes with this level of character and luxury don’t come around often. Claim your future here.

2 beds
2 baths
1,203 sqft
204 Quayside Circle 503, Maitland, FL 32751
kelly price & company llc 
Under contract-accepting backup offers. Step into this beautifully updated 2-bedroom, 2-bath residence at The Moorings on Lake Maitland — a sought-after waterfront community that rarely has units available. Perched on the 5th floor, the condo is wrapped in oversized windows and a double-glass slider that fill the space with sunlight and open water views clear to the horizon. The chef-inspired kitchen has been fully reimagined with glossy custom cabinetry, a generous island with seating for casual meals, quartz counters, an induction cooktop, and a matching stainless appliance suite — plus the convenience of a full-size in-unit washer and dryer. Herringbone tile flooring runs throughout, blending low-maintenance practicality with warm, modern texture. The thoughtful split-bedroom layout adds privacy, while an expansive 10x15 screened patio extends your living space outdoors, and a 5x6 storage closet keeps things organized. Smart-home upgrades include an app-controlled August lock and a Nest thermostat for effortless climate control. Residents enjoy a covered, reserved parking spot, a newly modernized elevator, and lushly maintained grounds. The community clubhouse is built for entertaining, featuring a full kitchen, fireplace, heated pool, and spa — or head down to the shaded neighborhood dock for an afternoon of fishing under the cypress trees. Please note: dogs are not permitted. Location is everything here — you're steps from Fort Maitland Park, directly across from Lake Lily, and right in the heart of Maitland's Cultural Arts corridor. The Enzian Theater, Whole Foods, Winter Park Village, and the boutiques of Park Avenue are all just minutes away, with easy access to I-4, downtown Orlando, area theme parks, and the coast.

2 beds
1.5 baths
1,353 sqft
895 Park Lake Circle 75, Maitland, FL 32751
dapore realty inc 
Look at that Price! You decide to move in Now and upgrade as you go, benefitting from this below market price point, or Fix it up as little or as much as you want and keep the added Equity. 2 Bedoom, 1.5 Bath Townhouse with Living and Dining Rooms, Single Car Garage, Inside Laundry Room, and Oversized Fenced Patio. Located between 17-92 & I-4 with short commute to Winter Park, Downtown Orlando, or Maitland Center. Community Features include Swimming Pool less than 50 yards from Unit as well as Dock on Lake in Community. All Appliances in Unit. All Electrical Panels replaced July 2026, Alumicons to satisfy insurance for aluminum wiring added July 2026, Air Conditioning Replaced in 2016, Hot Water Heater in 2018, Garage Door in 2021. Sold As Is, Priced based on current condition.

2 beds
2 baths
1,048 sqft
1475 Lake Shadow Circle 6105, Maitland, FL 32751
kunert realty inc 
Impressive - 2 bedroom 2 bath condo on first floor in resort style community of Visconti Maitland. This recently remodeled unit features designer paint throughout, berber carpet, new ceramic tile, a gourmet kitchen with contemporary light grey cabinets, stainless steel appliances and laundry room with w/d hook ups. Community offers its residents 2 tropical pools overlooking Lake Shadow, a fitness center, tennis - and basket ball court and car wash area. Located within minutes to major shopping, entertainment and I-4.

2 beds
2 baths
1,087 sqft
1711 Grove Street 519, Maitland, FL 32751
beycome of florida llc 
Virtually Staged. Rare updated 2/2 | | Top-Rated Schools Welcome to peaceful Park Lake Villas! This fully updated single-story condo has spacious living, major energy-efficient upgrades, and an unbeatable location zoned for Dommerich Elementary, Maitland Middle, and Edgewater High. Key Features Brand New A/C (2025) & Updated R-38 Insulation Low-E Thermal Pane Windows & Slider Door replaced throughout Remodeled Kitchen with updated cabinets, appliances, paint, and a cozy dinette space Fully Remodeled Bathrooms (2024) including a private primary en-suite Private Outdoor Space: Second bedroom opens via slider to a fenced yard & patio Convenience: Indoor laundry room with washer/dryer included, pull-down attic storage, and designated parking right out front. Community & Location: Enjoy a tranquil, well-maintained neighborhood with a community pool just steps away. Walk or bike to Lake Lily Park & Farmers Market, Downtown Maitland, Enzian Theater, and local dining. Minutes to SunRail, I-4, Winter Park Village, and Park Ave!

2 beds
1.5 baths
905 sqft
336 Cherrywood Gardens Drive 336, Maitland, FL 32751
exp realty llc 
Under contract-accepting backup offers. Don't miss this fantastic opportunity to own this cozy 2 bedroom 1.5 bath condo in the heart of Maitland. The owner's suite is well equipped with a walk-in closet and ensuite. This unit includes all appliances, spacious living room, covered front porch, screened-in back porch overlooking the courtyard, and 2 reserved parking spaces right in front. Additional guest parking is also available. This quiet, small, and well- maintained community is surrounded with mature trees and pathways. Association fees cover community pool, water, sewer, trash, exterior maintenance, and ground maintenance making for worry-free living. Very convenient and close to shopping, dining, and major roadways. Whether you’re a first-time buyer, downsizing, or looking for an investment, this condo is a great opportunity to own in the desirable Maitland area.

2 beds
1.5 baths
816 sqft
1140 S Orlando Avenue G3, Maitland, FL 32751
premier sotheby's intl. realty 
Completely renovated and move-in ready, a desired first-floor unit in the sought-after Lake Maitland Terrace! This impeccably updated two-bedroom, 1.5-bath condominium blends modern style with an unbeatable lakeside location in the heart of the Maitland/Winter Park area. Thoughtfully redesigned throughout, the home showcases a new kitchen with fresh cabinetry, granite countertops and stainless steel appliances. The baths have been tastefully reimagined with contemporary finishes, and stylish updates continue across the entire unit, delivering a turnkey home you can move into with confidence. The comfortable two-bedroom layout features a full bath in the hall plus a convenient half bath tucked within one of the bedrooms. Sunlight pours through large windows, and the easy first-floor accessibility makes everyday living a breeze. A space-saving washer/dryer combo is conveniently inside the unit, and a dedicated parking space adds day-to-day ease. Set within Lake Maitland Terrace, residents enjoy an amenity-rich community on the shores of Lake Maitland within the famed Winter Park Chain of Lakes. Take in the sparkling community pool with beautiful lake views, gather at the clubhouse with a full kitchen, and enjoy lake access from the private dock and fishing pier, plus kayak racks and tree-lined sidewalks throughout. Ideally just minutes from the charming shops, restaurants, and entertainment of downtown Maitland and Winter Park, you can walk to Lake Lily Park's popular events and the Enzian Theater, and reach Winter Park Village and Park Avenue in no time. Zoned for top-rated schools Dommerich Elementary, Maitland Middle and Winter Park High, this beautifully updated home is ready to impress. Whether you're seeking a primary residence or a seasonal retreat, don't miss your chance to claim this exceptional lakeside gem as your own.

4 beds
1.5 baths
1,635 sqft
18 Eaton Street, Maitland, FL 32751
realty lynk inc 
Under contract-accepting backup offers. LOOK LOOK LOOK THE OPPORTUNITY WE HAVE BEEN WAITING ON!! YES ITS HERE!4-bedroom, 1.5-bath concrete block home featuring a one-story layout and 1,635 square feet of living space. The home offers a living room, family room, indoor laundry room, and ceramic tile flooring throughout. Whether you're an investor or a buyer looking to renovate and add your personal touch, this property offers great potential. Conveniently located close to I-4, Downtown Orlando, shopping, dining, museums, schools, and other local attractions. Don't miss this opportunity to bring your vision to life! I must call now!

2 beds
1.5 baths
1,432 sqft
820 Park Lake Circle 11, Maitland, FL 32751
compass florida llc 
Welcome to 820 Park Lake Circle, a beautifully updated two-bedroom condo tucked into one of Maitland’s most convenient locations. Offering the charm and space of a townhouse with the ease of condominium living, this inviting home is just minutes from Downtown Maitland, Park Avenue, Winter Park Village, Lake Lily, major healthcare campuses, I-4, and some of Central Florida’s best shopping and dining. Inside, the home feels fresh, comfortable, and move-in ready. Newer energy-efficient windows and sliding glass doors fill the interior with natural light, while updated flooring creates a clean, cohesive look throughout. The renovated kitchen features quartz countertops, stainless steel appliances, updated cabinetry, and a functional layout that makes everyday cooking and entertaining easy. A convenient half bath completes the main level. Step outside to a spacious, fenced courtyard offering a rare amount of private outdoor living space. Create a comfortable lounge area, grilling station, container garden, or a secure place for pets to enjoy the outdoors. The partially covered area provides additional flexibility for parking, storage, or an expanded patio. Upstairs, two remarkably spacious bedrooms provide room for king-sized furniture, home office space, or a comfortable guest retreat. Each bedroom offers generous closet storage and direct access to the shared Jack-and-Jill bathroom. An additional upstairs closet adds even more practical storage. Just beyond the front door, residents can enjoy the community pool, expansive green space, and the peaceful surroundings of Park Lake. Whether spending a sunny afternoon by the pool, taking a morning walk, or simply unwinding outdoors, the community offers welcome opportunities to relax and enjoy the Florida lifestyle. With an updated interior, private outdoor space, oversized bedrooms, newer A/C, community pool, and an exceptional Maitland location, Unit 11 offers a compelling combination of comfort, convenience, and value.

2 beds
2 baths
1,048 sqft
1100 Lake Shadow Circle 2103, Maitland, FL 32751
kunert realty inc 
Exceptional - 2 bed 2 bath condo on 1st floor in resort style community of Visconti. Featuring designer paint throughout, plush carpeting, a gourmet kitchen with newer appliances, laundry room with full size washer/dryer hook ups and screened in patio with outside storage. Community offers its residents 2 tropical pools overlooking Lake Shadow, Gym, Tennis - and basketball court, play ground and clubhouse. Located within minutes to major shopping, entertainment and Interstate 4. Call and schedule your private showing today !

4 beds
3 baths
3,470 sqft
1889 Berkeley Court, Maitland, FL 32751
merdian realty llc 
Tucked at the end of a quiet cul-de-sac beneath a canopy of mature oaks, this beautifully maintained Maitland home offers space, privacy, and thoughtful updates throughout — all within a top school zone just minutes from Winter Park and downtown Orlando. A paver driveway winds through lush, established landscaping to a covered entry framed by an arched transom window, with a tile roof crowning the home. Inside, the open floor plan unfolds around a striking floor-to-ceiling tile fireplace anchoring the family room, with vaulted ceilings, skylights, and French doors that flood the space with natural light and open directly to the screened lanai. The kitchen is a true centerpiece — rich wood cabinetry, granite countertops, a tile backsplash, and stainless steel appliances including a French door refrigerator, all overlooking the family room. A bright, bowed breakfast nook wrapped in windows offers the perfect everyday dining spot, while a separate formal dining room and living room provide room to entertain. This is a true split floor plan, with the primary suite privately tucked away from the secondary bedrooms for maximum peace and quiet. The primary retreat features a spacious layout, built-in bookshelves, and an oversized walk-in closet with custom shelving. The en-suite primary bath features dual vanities, a walk-in glass shower with a bench, and elegant lighting throughout. A versatile bonus room/loft with a full wall of built-in shelving and columned entry adds flexible space for a home office, playroom, or media room. A separate storage loft offers abundant built-in shelving — ideal for keeping everything organized and out of sight. Three additional bedrooms host generous closet space, and a well-appointed powder bath rounds out the main living areas. The oversized utility room impresses with abundant cabinetry, a utility sink, and stone countertops — plenty of room for laundry, storage, and more. Step outside to your own private oasis: a screened, covered lanai wrapping a sparkling pool, all enclosed by mature landscaping and a fully fenced yard — perfect for Florida indoor-outdoor living, entertaining, or simply relaxing under the trees. Located in a sought-after Maitland neighborhood with easy access to top-rated schools, shopping, dining, and major roadways.

4 beds
2 baths
2,038 sqft
1241 Manchester Road, Maitland, FL 32751
eg orlando llc 
Virtually Staged. Welcome to 1241 Manchester Road, a beautifully renovated home nestled in the heart of English Estates, one of Maitland's most sought-after and established neighborhoods. This exceptional 4-bedroom, 2-bath residence seamlessly blends timeless charm with modern updates, offering the perfect balance of comfort, style, and functionality. From the moment you step inside, you'll appreciate the bright open-concept floor plan, thoughtfully designed to maximize natural light and create an effortless flow between the living, dining, and kitchen areas—perfect for both everyday living and entertaining. The beautifully updated kitchen serves as the heart of the home, complemented by tastefully renovated bathrooms and a versatile flex room that can easily function as a home office, fitness room, playroom, or media space. Step outside to enjoy the lanai overlooking a backyard, offering endless possibilities for weekend gatherings, outdoor entertaining, or simply relaxing in the privacy of your own backyard. Perfectly positioned in a quiet, tree-lined neighborhood, this home offers the ideal combination of tranquility and convenience. Just minutes from Winter Park, Downtown Maitland, and Downtown Orlando, you'll enjoy quick access to I-4, US-17/92, SR-436 (Semoran Boulevard), Howell Branch Road, and SR-434, making commuting throughout Central Florida effortless. Everyday conveniences are just around the corner, including Publix, Trader Joe's, Whole Foods Market, Costco, Target, Winter Park Village, Altamonte Mall, and an impressive selection of local favorites and acclaimed restaurants. Whether you're looking for your forever home or simply want to enjoy one of Central Florida's most desirable locations, 1241 Manchester Road offers an exceptional opportunity to experience the very best of Maitland living. Schedule your private showing today and discover why homes in English Estates are always in high demand.

2 beds
1 bath
816 sqft
1140 S Orlando Avenue E1, Maitland, FL 32751
keller williams winter park 
WELCOME HOME to LAKE MAITLAND TERRACE! This beautifully remodeled 2 bedroom, FIRST FLOOR CORNER condo is truly move in ready and perfectly located in the heart of Maitland/Winter Park! Step inside to discover a stylish, completely updated interior featuring a BRAND NEW KITCHEN with NEW CABINETRY, COUNTERTOPS, and APPLIANCES, a beautifully RENOVATED BATHROOM, NEW LIGHTING and NEW INTERIOR DOORS, newer AC system and newer Hot Water Heater. Plus, you will love the convenience of a FULL SIZE WASHER AND DRYER inside the unit. Enjoy your morning coffee or unwind after a long day on your PRIVATE SCREENED IN PORCH, offering the perfect extension of your living space. As a desirable first floor corner unit, you’ll enjoy easy accessibility, added privacy, and CONVENIENT PARKING. Lake Maitland Terrace offers wonderful amenities, including a private lakefront dock for fishing and enjoying the water, community pool, and clubhouse. And the location is hard to beat! You are just minutes from the charming shops, restaurants, parks, and entertainment of downtown Maitland and Winter Park. Whether you are looking for a full time home, a Florida getaway, or a low maintenance lifestyle, this beautifully renovated condo checks all the boxes. Updated, Convenient, Waterfront Community. Prime Location. Nothing to do but move in! Come see why this one won’t last!

3 beds
2 baths
1,154 sqft
761 Robinhood Drive, Maitland, FL 32751
networth realty of orlando, llc 
Virtually Staged. Step into sophisticated modern living at 761 Robinhood Drive, a beautifully renovated three-bedroom, two-bathroom Maitland residence with no HOA. Designed for effortless everyday living and entertaining, this home welcomes you with an impressive open-concept floor plan, abundant natural light, dramatic 14-foot vaulted ceilings, contemporary fixtures, and luxury vinyl plank flooring throughout the main living areas. Expansive sliding glass doors create a seamless connection to the enclosed, screened-in concrete patio—an inviting retreat for relaxing, dining, or enjoying Florida’s beautiful weather. Beyond the patio, a spacious, fully fenced backyard provides endless possibilities for entertaining, gardening, or creating your own private outdoor oasis. At the heart of the home is a chef-inspired kitchen that balances bold style with thoughtful functionality. It features elegant waterfall-edge quartz countertops, a striking black tile backsplash, new stainless steel appliances, soft-close cabinetry, matte-black hardware, a pantry, a charming breakfast nook, and a smart digital faucet with temperature display. Every detail has been selected to create a modern and refined gathering space. The spacious primary suite offers private sliding-door access to the patio and a stylish barn-door entrance to the ensuite bathroom. Inside, you’ll find designer tile flooring, an oversized glass-enclosed walk-in shower, a vanity with quartz countertops, modern fixtures, and a generous walk-in closet. Both additional bedrooms have been refreshed and feature built-in closets. The equally impressive guest bathroom includes elegant tilework, a tub with glass shower enclosure, quartz countertops, and a contemporary vanity. This move-in-ready home has been extensively updated with a brand-new water heater, updated plumbing and electrical systems, a 2023 air-conditioning system, a 2018 roof, new LG washer and dryer, and new stainless steel appliances. Surrounded by Maitland’s scenic lakes and ideally positioned near the Maitland SunRail Station, Lake Lily Park, shopping, dining, and cultural attractions, this home offers exceptional Central Florida convenience. Located near Lake Sybelia Elementary School and with easy access to North Orlando Avenue, Maitland Boulevard, and Interstate 4, downtown Orlando, Winter Park, and surrounding destinations are only minutes away. Modern design, extensive upgrades, a prime Maitland location, and no HOA—761 Robinhood Drive is the opportunity you’ve been waiting for.

4 beds
3 baths
2,242 sqft
550 Arapaho Trail, Maitland, FL 32751
bhhs florida realty 
This charming 4-bedroom, 3-bath home is in sought-after Dommerich Estates, one of the area’s most desirable neighborhoods. Designed for comfort, style, and everyday living, the home features a unique open floor plan with vaulted ceilings, a warm wood-burning fireplace, and an updated kitchen with solid wood cabinetry and granite countertops. Fresh interior and exterior paint, an oversized garage with built-in shelves, an extended paver driveway, and paver walkways add to the home’s curb appeal and move-in-ready feel. Step outside to a peaceful, private covered screened porch—your own outdoor retreat for relaxing mornings, quiet evenings, or future entertaining with plumbing and electrical already in place for a summer kitchen. Major updates include a 2025 roof, 2017 AC, and 2014 water heater. Dommerich Estates is known for its welcoming community feel and was thoughtfully designed around A-rated schools, making walking and biking to school safe and convenient. Ideally located just 1 ½ blocks from the elementary and middle school and 1 ½ blocks from the neighborhood lake lot, this home offers easy access to sunsets, fishing, and launching a watercraft for a day on the lake. Enjoy the best of Maitland living—close to Orlando yet rich with small-town charm, walkable neighborhoods, parks, downtown parties, concerts, and community events. With its prime location, thoughtful updates, inviting indoor and outdoor spaces, and access to highly desirable neighborhood amenities, this Dommerich Estates home delivers the lifestyle buyers are looking for.

2 beds
3 baths
1,328 sqft
1713 Gulfview Drive 435b, Maitland, FL 32751
mainframe real estate 
Welcome home to this beautifully updated two-story condo nestled in one of Maitland's most established communities, where lush mature landscaping, winding sidewalks, a community pool, lake access and a private dock create a peaceful setting just minutes from some of Central Florida's favorite restaurants, shopping and entertainment. Enjoy easy access to Enzian Theater, Winter Park Village, Trader Joe's, Whole Foods, Park Avenue and countless local dining favorites all within minutes. Inside, you'll immediately notice one of this home's most unique features. The floor plan was thoughtfully reimagined to create an expansive open-concept living space centered around a beautifully enlarged kitchen—offering a layout rarely available within the community. Warm cabinetry, stainless steel appliances, a center island, under cabinet lighting, recessed lighting and abundant workspace make this kitchen equally suited for everyday living and entertaining. Ceramic tile flooring flows throughout the entire first floor, while upstairs features durable laminate wood flooring throughout both bedrooms. Each bedroom serves as its own private primary suite with an ensuite bathroom, providing exceptional flexibility for guests, roommates or multi-generational living. One suite features a tub/shower combination while the other offers a walk-in shower. A third full bathroom downstairs with a walk-in shower adds additional convenience for visitors. Additional highlights include a re-roof (2021), energy-efficient double-pane windows and sliding glass door (updated 2023), a dedicated interior laundry room complete with cabinetry and folding counter, attractive 5¼-inch baseboards throughout the main living area, and a private rear courtyard that connects to the garage—perfect for grilling, outdoor dining, container-gardening or additional storage. Combining an exceptional location, a one-of-a-kind floor plan, and low-maintenance living in the heart of Maitland and minutes from Winter Park, this home offers a rare opportunity to enjoy both convenience and comfort in one of Central Florida's most desirable areas.

2 beds
1 bath
816 sqft
1140 S Orlando Avenue B-7, Maitland, FL 32751
creegan group 
Experience the perfect blend of Mid-Century Modern charm and contemporary living in this beautifully renovated 2-bedroom, 1-bath condominium in the highly sought-after Lake Maitland Terrace community. Nestled on the shores of Lake Maitland with access to the renowned Winter Park Chain of Lakes, this waterfront community offers an exceptional lifestyle in one of Central Florida's most desirable locations. Inside, you'll find a thoughtfully redesigned interior featuring a stunning chef-inspired kitchen with classic shaker cabinetry, quartz countertops, a spacious pantry, and a large center island offering storage on both sides. The open-concept layout creates a bright and inviting living space that's perfect for entertaining or relaxing at home. The generous primary bedroom features a large closet, while the beautifully updated bathroom boasts a spacious walk-in shower and modern finishes. Additional conveniences include an in-unit washer and dryer, a private storage room located behind the unit, and access to the community's updated laundry facilities. Lake Maitland Terrace offers outstanding amenities, including a new lakefront swimming pool, community dock, clubhouse, putting green, and direct access to Lake Maitland and the Winter Park Chain of Lakes. Ideally located just moments from Lake Lily, the Enzian Theater, and the vibrant Independence Lane District, you'll enjoy easy access to local restaurants, breweries, shopping, and the popular farmer’s market. Winter Park Village, Park Avenue, and major roadways are also just minutes away. Located within the highly desirable Dommerich Elementary, Maitland Middle, and Winter Park High School districts, this move-in-ready home offers an unbeatable combination of style, location, and convenience. Don't miss this incredible opportunity. Schedule your private showing today!

4 beds
2 baths
2,352 sqft
112 Roosevelt Place, Maitland, FL 32751
fannie hillman & associates 
Move-in ready and full of charm, this one-story Maitland home offers 4 bedrooms, 2 bathrooms, and an array of desirable features. Enjoy Florida living with your own in-ground pool, or relax by the cozy wood-burning fireplace in the front living room. The updated kitchen (2019) features granite countertops and modern finishes, while the primary bathroom includes a beautifully tiled walk-in shower. Additional highlights include a spacious Florida room, a two-door, two-car garage, fresh interior paint, and a roof replaced in 2014. Conveniently located just minutes from Altamonte Springs, Winter Park, shopping, dining, and I-4, this home offers both comfort and an ideal location.

3 beds
2 baths
1,506 sqft
2115 Korat Lane, Maitland, FL 32751
coldwell banker realty 
Under contract-accepting backup offers. Welcome to the Winfield community in Maitland, where this 3-bedroom, 2-bathroom home with a 2-car garage offers both comfort and function. The foyer opens into a flexible dining area and flows into the kitchen, which features granite countertops, wood cabinetry, and newer appliances. The spacious living room with vaulted ceilings creates an open and inviting central gathering space. The split-bedroom floor plan provides privacy, with the primary suite located on one side of the home. The primary bedroom includes a walk-in closet and an en-suite bath. Two additional bedrooms and a full bath are located on the opposite side of the home, along with a convenient interior laundry room. French doors lead from the living room to a large screened-in pavered porch overlooking the fully fenced backyard. This versatile outdoor space is ideal for dining, relaxing, or hosting get-togethers in a low-maintenance setting. Reach out to schedule your tour today.

4 beds
2 baths
1,640 sqft
501 Fitzgerald Drive, Maitland, FL 32751
jason mitchell real estate flo 
Under contract-accepting backup offers. Welcome to 501 Fitzgerald Drive, where modern updates meet an unbeatable location. Situated on a desirable corner lot, this beautifully renovated 4-bedroom, 2-bathroom home offers the perfect combination of style, functionality, and convenience. Inside, you'll find an open and inviting layout featuring luxury vinyl plank flooring, quartz countertops, a designer backsplash, stainless steel appliances, fresh interior finishes, and abundant natural light throughout. Major improvements—including the roof and HVAC system—provide added peace of mind, making this home truly move-in ready. Step outside to enjoy the spacious screened-in porch, the perfect place to relax, entertain, or enjoy Florida evenings without the bugs. The oversized driveway and covered carport provide plenty of parking for family and guests. Conveniently located just minutes from top-rated schools, Winter Park Village, shopping, dining, and entertainment, you'll also appreciate easy access to I-4 for commuting throughout Central Florida. Fitness enthusiasts will love being just around the corner from the new Life Time athletic country club, offering world-class fitness, pools, pickleball, and wellness amenities. Whether you're a first-time homebuyer, growing family, or simply looking for a beautifully updated home in a prime location, 501 Fitzgerald Drive is ready to welcome you home. Schedule your private showing today!

3 beds
1 bath
1,648 sqft
251 W Horatio Avenue, Maitland, FL 32751
charles rutenberg realty orlando 
Under contract-accepting backup offers. This is a once in a lifetime opportunity to lovingly restore one of Maitland's oldest, historic homes, built in 1886, or choose to build your own dream home on this almost half an acre lot. It is situated in the prime location of the Maitland/Winter Park area; steps from beautiful Lake Sybelia. Most of the million-dollar homes in the neighborhood have recently been rebuilt. When you take a walk inside; you will be taken back to early Florida; with the wrap around wood porch, original windows, hardwood floors and high ceilings. There is so much character in this home! There is also a guest cottage out back that could be restored as well. This home and lot are in a very sought-after location and neighborhood, surrounded by beautifully appointed redone, large homes all around Lake Sybelia. This is a unique opportunity no matter what you as the buyer choose; restore or build in one of the prettiest neighborhoods and locations in Central Florida.