Refine Search
Map
Sort by
$228,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Villas Condo SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. **2024 ROOF, 2025 HVAC** FULLY RENOVATED TOP TO BOTTOM. Discover this stunning, newly renovated one story end unit boasting over 1,000 sq ft of modern living space. This spacious 2 bedroom, 2 bath condo features luxury vinyl plank flooring throughout, a stylish new kitchen with white shaker cabinets, quartz countertops, and stainless steel appliances, plus all new light fixtures and fresh interior and exterior paint. Both bathrooms have been tastefully updated, including a stand up shower with designer finishes. Additional upgrades include a newer water heater, 2024 exterior paint, new attic insulation and more. Enjoy outdoor living on the private fenced patio, perfect for relaxing or entertaining. With the HOA maintaining the exterior, roof, and landscaping, you’ll enjoy truly worry free living. Conveniently located just steps from the community pool and minutes from shopping, dining, the Maitland Farmers Market, SunRail, Park Avenue, Winter Park Village, and I4. Schedule your showing today!

1601 Grove Street Unit 552, Maitland
$400,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Breathtaking views of Lake Maitland, the largest lake of the desirable Winter Park Chain of Lakes. Enjoy sunrises across the lake from the privacy of your balcony overlooking the pool. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to I-4 and Maitland Blvd. Your association fees include access to the lakefront docks (boat slips assigned on availability basis and free of charge), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, assigned and guest parking, laundry room on each floor, cable and internet through Spectrum, plus water, sewer and trash. Elevator has secured access to your floor.

1100 S Orlando Avenue Unit 208, Maitland
$251,500
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Live on Lake Maitland, part of the Winter Park Chain of Lakes, for just $250,000! This 2-bedroom, 1.5-bath condo in Lake Maitland Terrace is one of the most desirable units in the community, offering 816 square feet and a prime second-floor corner location with a screened-in front porch. Inside, you’ll find spacious living areas with bamboo flooring, plantation shutters, and abundant natural light. The porch extends your living space and is the perfect spot to quietly sip your morning coffee. Thoughtful upgrades set this home apart. The washer and dryer are conveniently located in the hallway, preserving closet space in both bedrooms. The primary bedroom features a true walk-in closet, and both bedrooms include custom closet systems that maximize storage and style. Opportunities to live on the Winter Park Chain of Lakes at this price point are incredibly rare. With its generous layout, upgraded features, and unbeatable location, this condo is a standout that won’t last long.

1140 S Orlando Avenue Unit F9, Maitland
$535,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code
RARE OPPORTUNITY – Enjoy lakefront living with a PRIVATE BOAT SLIP on the Winter Park chain of lakes in this top-floor penthouse condo. The Moorings on Lake Maitland, one of Central Florida’s most coveted waterfront communities. This spacious 2-bedroom, 2-bath residence offers soaring vaulted ceilings, breathtaking lake views, and your own assigned private boat slip—a rare find on the Winter Park Chain of Lakes. Step inside to an abundance of natural light and a thoughtfully designed floor plan with no upstairs neighbors, ensuring maximum privacy and quiet. The large living area opens to a glass-enclosed sunroom with panoramic views of Lake Maitland—perfect for morning coffee or relaxing at sunset. The kitchen is bright and functional, featuring a breakfast nook and walk-in pantry. The split-bedroom layout offers privacy and flexibility. The primary suite includes a handicap-accessible bath, generous closet space, and tranquil lake views. The guest bedroom and full second bath are perfect for visitors or a home office. The laundry is conveniently located tucked off the main hall, and with custom closets in both bedrooms the amount of storage is great. For larger items the unit includes a locking storage closet on the landing, and is perfect for bikes, golf clubs, holiday decorations etc. The unit comes with one reserved covered parking space and plenty of guest parking. The complex has a newly renovated pool, hot tub & clubhouse. Whether you're looking for a primary residence or a low-maintenance lakefront retreat, this rare top-floor condo offers an unbeatable combination of comfort, convenience, and waterfront access. Live the Florida lake lifestyle—schedule your private showing today!

202 Quayside Circle Unit 404, Maitland
$335,000
2 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to this beautifully updated Branch Tree duplex, where style meets convenience! Step inside to discover a brand-new kitchen with sleek granite countertops and modern cabinetry, complemented by fresh paint throughout. The primary suite impresses with a fully renovated bathroom featuring a spacious walk-in shower and dual vanity. Luxury vinyl floors flow seamlessly through the open living spaces, highlighted by soaring ceilings that create a bright and airy atmosphere. Enjoy a private backyard for relaxing or entertaining, plus the convenience of a one-car garage. Perfectly situated near shopping, dining, UCF, and charming downtown Winter Park, this home offers both comfort and a prime location. Don’t miss your chance to make this move-in-ready gem yours!

419 Poplar Court, Maitland
$395,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code
SELLER PAYING CONCESSIONS OF 6 MONTH HOA FEES. Something is very special about Lakefront Living! Come visit this beautiful Lakefront Condo located at The Moorings On Lake Maitland, part of the Winter Park chain of lakes. Enjoy the Florida lifestyle in a carefree home with lake front amenities. Imagine Entertaining Family & Friends at the Pool or Heated Spa and the Clubhouse of the Moorings on Lake Maitland. Enjoy relaxing on the Lake Front Dock or on your own Private Enclosed Patio! Step inside this spacious 2 bedroom 2 bath great room plan, perfect for relaxing or entertaining. The beautifully upgraded kitchen has stainless steel appliances and granite counters and a charming dining nook. The master suite features an updated ensuite bath with dual sinks and a walk in shower with a custom glass enclosure. There is a generous walk in closet with custom built ins. Imagine coffee in the morning with lake views from your living room or your spacious patio. Only 5 minute drive to Winter Park's shops & Sidewalk Dining along the famed Park Avenue. Stroll over to Maitland's lovely Lake Lilly Park for Seasonal Events, Art Festivals, Concerts and local Farmer's Market! Incredible Location & Lifestyle!!!!

204 Quayside Circle Unit 304, Maitland
$178,900
2 Beds ⋅ 2 Baths ⋅ Cherrywood Gardens SubDv. ⋅ 32751 Zip Code
Welcome to Cherrywood Gardens! This charming 2-bedroom, 1.5-bath condominium offers 953 sq. ft. of comfortable living space in the heart of Maitland. Step inside to find an inviting living and dining room combo, a bright kitchen with included appliances, and a primary suite with a walk-in closet. Enjoy your mornings on the front porch or take advantage of the community’s amenities, including a pool & clubhouse. Association fees cover water, sewer, trash, exterior maintenance, and grounds upkeep—making for worry-free living. Located near top-rated schools, shopping, dining, and major roadways, this home provides both comfort and convenience. Whether you’re a first-time buyer, downsizing, or looking for an investment, this condo is a great opportunity to own in a desirable Maitland community.

107 Cherrywood Gardens Drive Unit 8, Maitland
$240,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. Welcome to Lake Maitland Terrace, where lakeside living meets modern style! This beautifully updated first-floor condo offers comfort and convenience in one of Maitland’s most sought-after communities. Inside, you’ll find brand-new upgrades completed in 2025, including fresh flooring, a new water heater, and a new in-unit washer and dryer. The kitchen is a true highlight, featuring stainless steel appliances, quartz countertops, white shaker cabinets, a stylish backsplash, a center island, and a cozy breakfast nook that’s perfect for enjoying your morning coffee. Lake Maitland Terrace is all about lifestyle. Residents enjoy a lakefront pool and sundeck with stunning views of Lake Maitland, a clubhouse with Wi-Fi, a fully stocked kitchen, and a coffee bar. The community also offers a large dock for fishing or simply relaxing, boat slips for rent, kayak and paddleboard racks, shuffleboard, a putting green, and an enclosed bicycle garage. Additional conveniences include designated parking, gas grills by the pool, a car wash area, and on-site laundry facilities. Perfectly located, this condo is just minutes from local favorites like Eden Bar and the Enzian Theater, Luke’s Kitchen and Francesco’s, along with the Shoppes at Maitland and all the dining and boutiques of nearby Park Avenue. With its modern upgrades, resort-style amenities, and unbeatable location, this home is the perfect blend of comfort and Florida lakefront living. Don’t miss your chance to make it yours, schedule your private showing today!

1140 S Orlando Avenue Unit F2, Maitland
$220,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
GATED RESORT STYLE LIVING AT ITS BEST ~ MOVE IN READY ~ NO NEED TO LOOK FURTHER. THIS CONDO IS READY FOR ITS NEW OWNER. IMMACULATE TWO BEDROOM TWO BATH WITH OFFICE/DEN AND FULL TWO CAR GARAGE! THIS CONDO UNIT FEELS MUCH BIGGER THAN ITS 1280 SQ FT OF LIVING SPACE. OPEN FLOOR CONCEPT ON MAIN LEVEL. NEW TILE ROOF, WINDOW SCREENS, FLOORING, QUARTZ COUNTERTOPS, SUBWAY BACKSPLASH, STAINLESS STEEL KITCHEN SINK, UNDER COUNTER LIGHTING, MICROWAVE (2024), UPDATED BATHROOMS WITH NEW KOHLER TOILETS, VANITIES/FAUCETS/SHOWER FIXTURES, UPDATED BLACK HARDWARE ON DOORS, NEW CEILING AIR VENTS. LIVE LIKE YOU'RE ON VACATION IN THIS BEAUTIFUL RESORT STYLE CONDO COMMUNITY. STATE OF THE ART CLUBHOUSE AND POOL, FITNESS CENTER, PLAYGROUND, PARK, TENNIS COURTS, PEST CONTROL, CAR WASHING STATION, HOA INCLUDES DAILY TRASH PICK UP, WATER/SEWER, SECURITY AND GATED ACCESS. ~ON SITE MANAGEMENT~ DON'T WAIT, CALL FOR YOUR PRIVATE TOUR TODAY!

3006 Legacy Villas Drive Unit 3006, Maitland
$206,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Unbelievable! HURRY - Priced to SELL. Located in Gated Community of Visconti, this Adorable 3 Story Condo with 2 Bedrooms, 2 Bathrooms PLUS Office PLUS 2 Car Garage is ready to move in. Grab it Now. Good size kitchen on second floor with Living room and Dining area, and the Office for quiet working. Master Bedroom with walk-in-closet on third floor with second Bedroom plus second Bathroom. Close to just about everything, shopping, restaurants, I-4 highway, major roads, RDV Sportplex, major offices, minutes to Downtown Orlando, Orlando International Airport and more. Visconti Community includes, Swimming Pools, Fitness Center, Play Ground, Tennis Courts and more. Tiled roof is being replaced in all the buildings.

3106 Legacy Lake Drive Unit 3106, Maitland
$269,500
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
MOVE-IN READY FIRST-FLOOR OASIS AT SUN BAY CLUB! Discover luxury living in this beautifully remodeled 2-bedroom, 2-bath condo featuring a charming front courtyard and semi-private entrance. Step into an open, light-filled living space anchored by a cozy wood-burning fireplace and elegant dry bar - perfect for entertaining. The spacious dining room showcases a stunning new chandelier, while the completely updated kitchen boasts custom European cabinetry pulls and gleaming stainless steel appliances. The primary suite is your personal retreat with a walk-in closet, dual-sink en suite bathroom, and sliding doors opening to a screened patio overlooking a tranquil pond. The second bedroom offers generous space with built-in double closets, while new ceiling fans and lighting throughout create the perfect ambiance. Located in the resort-style Sun Bay Club gated community, you'll enjoy exclusive access to the pool, tennis courts, lake, and clubhouse. The HOA covers cable, internet, trash, and community amenities, while the pet-friendly policy welcomes furry friends up to 100 lbs. Investment opportunity available with 8-month minimum rental terms. Nestled in desirable Maitland, you're minutes from Winter Park's shopping and dining, major highways, and Orlando's attractions. This rare first-floor gem with courtyard entry won't last long at $279,000.

1000 Winderley Place Unit 122, Maitland
$555,000
2 Beds ⋅ 2 Baths ⋅ Dommerich Estates SubDv. ⋅ 32751 Zip Code
Charming home in sought-after Dommerich neighborhood of Maitland! On the market for the first time since 1960s!! This well-loved home is ready for your personal touch. Located in one of Maitland's most desirable low-density area, this 2-bedroom, 2-bath residence offers a rare opportunity - with no pool. It makes the perfect canvas for your creativity, whether you envision expanding the living space, adding a pool, or simply updating with your style. Enjoy beautiful terrazzo flooring throughout, an open floor plan, and abundant natural light streaming through large windows. The cozy living room fireplace adds warmth and character, while plantation shutters on the front windows create classic curb appeal. Important updates include: electrical panel; air-conditioning (2017); roof (2018); plumbing; windows; gutters; crown-molding kitchen cabinets plus matching backsplash; and an unique side-entry 2-car garage with both washer and dryer included. The master suite features a spacious sitting area - formerly a third bedroom - which offers great flexibility for a home office, nursery, or reading/drawing nook. The large fenced backyard is ideal for entertaining, playing, or adding a custom pool. Relax on the charming front porch, perfect for evening chats with neighbors. Just a short walk to Dommerich Elementary and Maitland Middle, and zoned for top-rated Winter Park High School. Residents also enjoy Maitland Community Park with walking trails, a playground, and private access to the Chain of Lakes. Don't miss this special opportunity to own in one of Central Florida's most beloved communities!

1771 Chinook Trail, Maitland
$275,000
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Stunning first-floor 2-bedroom, 2-bathroom condo with lake view in Maitland! Fully renovated and upgraded, this unit also includes a dedicated carport space. Located in the beautiful, gated community of Visconti West, this open floor plan features a modern kitchen seamlessly connected to the great room, split bedrooms, an interior laundry closet, and a screened-in patio overlooking Lake Shadow. Enjoy an abundance of natural light, stylish shutters, new ceiling fans, and wood-look porcelain plank tile flooring throughout. Additional upgrades include all new stainless-steel appliances, granite countertops, new soft close cabinets, a new AC unit, a new water heater, updated bathroom tub tile, new toilets, new lighting, and fresh paint. This like-new condo is ideally situated with access to fantastic community amenities, including a community pool, walking trail, clubhouse, picnic areas, playground and more! Move-in ready and waiting for you!

1440 Lake Shadow Circle Unit 8102, Maitland
$224,500
2 Beds ⋅ 3 Baths ⋅ Park Lake Woods Condo SubDv. ⋅ 32751 Zip Code
HUGE SAVINGS: Seller will pay ONE YEAR of HOA dues for new owner!! One or more photos have been virtually staged. Talk about an incredible deal... this 2-story townhouse offers the perfect blend of low-maintenance living and urban convenience! With all major updates already taken care of, you can simply move in and start enjoying your new home. Inside, you’ll find a spacious 2-bedroom, 2.5-bath layout featuring an updated kitchen, recently remodeled bathrooms, and fresh interior paint. There’s not a stitch of carpet either... just beautiful ceramic tile and luxury vinyl plank flooring - including the stairs! Decorative lighting, updated fixtures, recently replaced HVAC (2019) and a new privacy fence add peace of mind and modern touches throughout. The open-concept living and dining space flows seamlessly to a private patio and fenced backyard, perfect for relaxing, entertaining, or working from home with a view. Upstairs, both bedrooms are generously sized with two full baths, while the oversized one-car garage offers a FULL SIZE washer/dryer, attic access, and extra storage. What truly sets this property apart is the proactive, well-managed HOA that takes care of ALL the big stuff like: roof maintenance, repairs, and full replacement (replaced in 2018), property fence, exterior pest control, and all common areas. This resident-focused, well-funded community makes ownership easy and stress-free. Tucked away on a quiet dead-end street, yet just minutes from Maitland’s shopping, dining, and parks-and only a short drive to Winter Park and Downtown Orlando-this home delivers the ideal balance of comfort, convenience, and long-term value.

832 Park Lake Pl Unit 6A, Maitland
$150,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Be the first to explore this brand new to the market, first time available in years. Discover the perfect blend of comfort, convenience and charm in this unit waiting for your personal touches. With some tlc you will enjoy a great first floor unit in a desirable location. Whether you are a first time buyer or looking to downsize, unit I5 offers an exceptional opportunity to your own space in a sought-after community. Enjoy the close proximity to shopping, dining and scenic outdoor.

1140 S Orlando Avenue Unit I-5, Maitland
$425,000
2 Beds ⋅ 2 Baths ⋅ West Cove SubDv. ⋅ 32751 Zip Code
Wake up to every sunrise from your bedroom window looking straight down the long view of Lake Maitland, the largest lake of the desirable Winter Park & Maitland Chain of Lakes. This 2-bedroom, 2-bath condo within West Cove Condos is centrally located in close proximity to a variety of restaurants, Lake Lily Park, Enzian Theater and easy access to Interstate-4 from Lee Road or Maitland Blvd. The primary bedroom looks out to the lake, has a spacious walk-in closet and offers an ensuite bath complete with tub and shower combo. The guest bedroom has built-ins within the closet, a shelf above the bed, and an adjacent bath with shower. In the hallway is a ventless washer & dryer. The kitchen is fully equipped with GE appliances (fridge, microwave, range, dishwasher), solid wood cabinets with both doors and drawers, and a pass-through to the dining area for entertaining. The dining and living areas create an open great room with views of the lake through the 8’ slider doors. This unit is being sold As-Is and is move-in ready except for replacing the carpet, but it is priced to give you the opportunity to renovate as you wish as this is the most sought after lakefront condominium complexes in the area. Note that the schools are Dommerich Elementary, Maitland Middle and Winter Park High. The monthly association fee (lower than most lakefront complexes) includes access to the lakefront docks (boat slips assigned based on availability), work out room, lobby area for entertaining, heated swimming pool and spa, grilling area with sitting space, storage racks for canoes, kayaks and paddleboards, laundry room on each floor, cable and internet through Spectrum, assigned and guest parking, secured elevator access, dog walking path, plus water, sewer and trash. Best of all are the views off your spacious lakeview balcony of the Space Coast rocket launches, fireworks and sunrises. This complex is financially sound with the SIRS completed and reserves fully funded, the roof was replaced in 2024, the Milestone Inspection and all repairs were completed in 2025, and the renovation of the pool & spa will be completed in July.

1100 S Orlando Avenue Unit 206, Maitland
$186,000
2 Beds ⋅ 2 Baths ⋅ Visconti Est SubDv. ⋅ 32751 Zip Code
Spacious two bed two bath and office in a 3 story townhome with attached 2 car garage in popular Visconti East. Rare availability in this popular community. New roof has just been installed. Carpet in good condition throughout and unit is in move in condition. All offers must be submitted by the buyers agent using the online offer management system. Access to the system via the link in the Realtors remarks below. A technology fee will apply to the buyers agent upon consummation of a sale. The property is under Highest and & Best with a current due date of 9/29/2025 11:59:00 PM Mountain Time.

1960 Legacy Cove Drive Unit 1960, Maitland
$225,000
2 Beds ⋅ 1 Baths ⋅ Eatonville SubDv. ⋅ 32751 Zip Code
Fully Renovated Home in the Eatonville Subdivision of Maitland! This beautifully updated property offers the perfect blend of modern upgrades and classic comfort in one of Central Florida’s most historic and culturally rich communities. Move-in ready with a brand-new roof and insulation for energy efficiency, a fully remodeled kitchen with new cabinets, countertops, and stainless-steel appliances, and updated bathrooms including a walk-in shower. Interior enhancements include new bedroom flooring, modern ceiling fans, new doors, outlets, and switches, plus a new water heater for peace of mind. A versatile den provides flexible space for a home office, guest room, or creative studio. Conveniently located near the Enzian Theater, Art & History Museums of Maitland, Lake Lily Park, local dining, and community events. Easy access to the SunRail makes commuting to downtown Orlando simple. Seller is motivated—buyers bring offers! Schedule your showing today!

320 Eaton Street, Maitland
$515,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo SubDv. ⋅ 32751 Zip Code
Here's your chance to own an amazing penthouse condo in the sought after community, "The Moorings on Lake Maitland". Stunning high-end updates to this corner unit with vaulted ceilings and breath taking lake views include, wood floors, custom moldings and millwork, plantation shutters, completely updated kitchen (which has been redesigned to expand into the living space), solid wood cabinetry, Australian quartzite counters, mosaic backsplash, GE Profile SS appliances and an eat-in nook. The glassed-in lanai adds even more to the living space with gorgeous views of the early morning sunrise and evening moonrise over Lake Maitland, part the Winter Park Chain of Lakes. Split bedroom plan provides maximum privacy. Primary suite which opens to the lanai has fully updated bath, dual sinks, step-in shower and a spacious walk-in closet. Fully equipped laundry room, and updated spacious guest bath. So many wonderful details including lots of storage in the custom designed closets throughout and a storage room just outside the unit on the landing, within close proximity to the elevator. New AC in 2021, Reroof 2021, Structural Weatherproofing 2022, Assigned Covered Parking Space, Pool, Spa & Club House Updates. ALL THIS & walkabililty to countless restaurants and shopping!! Schedule a showing now! This one won't last!

204 Quayside Circle Unit 601, Maitland
$315,000
2 Beds ⋅ 2 Baths ⋅ Branch Tree SubDv. ⋅ 32751 Zip Code
Welcome to this well-maintained 2-bedroom, 2-bath home located in the desirable Branch Tree community with a very low annual HOA. This property offers great value in a convenient location close to shopping, dining, and major roadways. The home features a spacious and open living and dining area, perfect for both everyday living and entertaining. Enjoy the comfort of a screened-in back porch, ideal for relaxing outdoors, and a fully fenced backyard—perfect for pets or gardening. Don’t miss this opportunity to own a home that combines comfort, privacy, and an unbeatable location!

410 Citrus Lane, Maitland
$218,000
2 Beds ⋅ 2 Baths ⋅ Visconti East SubDv. ⋅ 32751 Zip Code
Price improvement - Location, Location, Location! Located in the heart of Maitland close to offices and everything. Gated community of Visconti East, beautiful Townhouse with 2 Bedroom, 2 Bathroom PLUS Office on main second floor with 2 Bedrooms on 3rd floor AND 2 CAR GARAGE. Outside AC unit installed new. Wood floors on main floor and carpet in both Bedrooms, with ceiling fans in each room, kitchen updated with Granite counter tops, stainless appliances. Spacious Master Bedroom, and Second Bedroom walk-in closet with garden tub and shower. Roof is being replaced by the HOA. Regularly maintained, ready to move-in, in Excellent Condition. Seller offering $4500 towards buyer's closing cost. Call now.

1810 Shadow View Circle Unit 1810, Maitland
$145,000
2 Beds ⋅ 1 Baths ⋅ N/A SubDv. ⋅ 32751 Zip Code
Ready for a weekend project with big upside? With a little love and light renovations, 2031 Warrens Avenue can shine as Maitland’s next tiny-home success story. This 2-bed, 1-bath cottage (approx. 560 sq ft) already boasts a bright, open living-kitchen core and fresh interior paint; add new flooring, modern fixtures, and your own style to unlock instant equity. The ~0.10-acre lot—rare at this price—gives you room to expand, garden, or simply enjoy the outdoors, all without monthly HOA fees. Whether you’re a first-time buyer looking to build sweat-equity, a downsizer eager to customize a manageable space, or an investor hunting for a high-demand rental, this property delivers. Commuting is effortless: five minutes to I-4 and Maitland Blvd, about 15 minutes to downtown Orlando, or hop the SunRail just two miles away. Walk or bike to Lake Lily Park’s Sunday market, the Enzian Theater, and dozens of cafés, groceries, and boutiques along 17-92. Zoned for respected Orange County schools, this affordable gem offers the perfect canvas—bring your toolbox, your imagination, and start crafting your future in one of Central Florida’s most sought-after suburbs.

2031 Warrens Avenue, Maitland
$200,000
2 Beds ⋅ 2 Baths ⋅ Visconti West SubDv. ⋅ 32751 Zip Code
Welcome to carefree living in the sought-after Visconti community of Maitland! This beautifully updated 2-bedroom, 2-bathroom condo offers 1,048 square feet of stylish comfort and top-floor privacy—with no neighbors above you. Step inside to discover newer luxury vinyl plank flooring, kitchen appliances, and fixtures. Both bathrooms have been tastefully refreshed with new vanities, new toilets, and updated fixtures and additional upgrades include a 2022 water heater, 2021 HVAC system, newer bedroom windows, and newer lighting fixtures in the kitchen, dining area, entryway, bedrooms, and living room—creating a bright and inviting space throughout. There’s also a balcony to enjoy quiet evenings on! The community features tennis courts, dog walking stations, lakeside walking paths, car wash stations and two shimmering pools overlooking Lake Shadow. You ’re also minutes to I-4 and 429 connecting you to anywhere in Central Florida and less than 15 minutes to downtown Orlando, Target , Publix, Costco and the Orlando Sportsplex (Formerly RDV) which houses Genesis Health Club, an aquatics center, and multiple sports courts. Currently tenant-occupied, the Visconti community welcomes primary owners and long-term tenants.

1325 Lake Shadow Circle Unit 12303, Maitland
$221,000
2 Beds ⋅ 2 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
This beautifully updated 2 bedroom, 1.5 bath condo in Maitland is located minutes from shops, restaurants and offers easy access to I-4! Recent updates include a new AC (2025) , updated electrical panel, and a new tankless water heater, for energy efficiency. The stylish kitchen features granite countertops, stainless appliances and a striking glass mosaic backsplash. Both spacious bedrooms are located upstairs and share an updated bath with dual sinks and tiled shower. Beautiful tile and laminate flooring throughout! No carpet! Private fenced patio and one car garage! Zoned for sought-after schools, Dommerich Elementary, Maitland Middle, and Winter Park High. The neighborhood features a community pool, dock on Lake Gem and gorgeous landscaping and trees.

1020 Grove Street Unit 29, Maitland
$221,647
2 Beds ⋅ 3 Baths ⋅ Park Lake Twnhs SubDv. ⋅ 32751 Zip Code
Luxurious Lakefront Living ! Hurry to see this stunning 2 bed 2 1/2 bath townhouse. Beautiful Oak kitchen, stainless appliances, brand new dishwasher, huge pantry, nice fans and lighting lots of designer touches. Laundry room has front load washer/dryer and tons of storage and work area. Half bath in hallway and linen closet. Livingroom has beautiful lake view. Parquet flooring entire first floor Front porch sitting area with views. Upstairs 2 master suites each with private bath, ample closet(s) space. Brand new carpet upstairs. Lots of built ins. Interconnected smoke alarms, and emergency lighting instantly on if power goes out. New R-30 attic insulation blown in. Big patio area outside laundry room or from sliders in dining room. I car garage. Plenty of guest parking right outside your gate. Big community pool with washrooms. Pet friendly neighborhood. Close to all kinds of shopping and dining options. Minutes to Winter Park Village, Park Avenue, Downtown Maitland, Lake Lily Park, drugstores, gas stations, I-4 access minutes away.

802 Park Lake Circle Unit 2, Maitland
$197,000
2 Beds ⋅ 1 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
One or more photo(s) has been virtually staged. RARE opportunity to live in the Premier Lake Maitland Terrace Condo Community. Even more RARE is that it is REMODELED END unit with plenty of natural light and it is on the bottom FIRST level, main FLOOR! No Stairs, easy access to your new home. Enjoy the remodeled Community POOL & Clubhouse all on the stunning water front of Lake Maitland which is also connected to the Winter Park Chain of Lakes. Plenty of fishing, fun and relaxing to be had on the community dock, shuffleboard and putting green! So many amenities nestled amongst the towering shade trees and mature landscaping. The Mid Century Modern architecture is about as timeless of a look that you can find and fits the Maitland/Winter Park lifestyle you have always been looking for. You couldn't ask for a better location at just minutes from downtown Winter Park, Park Ave, SunRail station and all the restaurants surrounding the 17/92 Maitland/Winter Park Corridor. All Units recently had metal roof replacement and were just freshly painted as well. It's move in ready with New Flooring, bathroom update, HVAC all new since 2021 and the kitchen was just renovated with quartz countertops and all BRAND NEW APPLIANCES. This unit has not been available for 30 years, so don't waste any time getting your offer in and missing out on the next 30 years to enjoy for yourself!

1140 S Orlando Avenue Unit E-1, Maitland
$267,500
2 Beds ⋅ 2 Baths ⋅ Sun Bay Club Condo SubDv. ⋅ 32751 Zip Code
RARE and RENOVATED 2-BED / 2-BATH Condo in GATED SUNBAY CLUB! Fall in love with the secluded placement of this remodeled condominium with its own staircase leading to a dedicated entryway and double entry door. Upon entry, experience the immediate openness of the living space. Volume ceilings, two large transom windows, open floorplan adjoining the living room, dining room and kitchen make this the most functional floorplan in the entire community. <br><br> DINING/LIVING: Remodel includes granite countertops, hardwood cabinetry with crown detailing, an under-mount sink, built-in trash receptacle and large window make this cooking area a joy for every meal’s preparation. A dining room large window creates an eating space where every meal will feel like a five-star experience. A wood burning fireplace flanked by built-in shelving, and a sliding door leading to your large private balcony sets a mood you’ll love settling into every evening. <br><br> ENTIRE DWELLING: Owner’s suite shares access to the private balcony. Additional upgrades include two renovated bathrooms, upgraded storage in owner’s walk-in closet, gorgeous shower with glass door and glass block wall. The entire home has been freshly carpeted and painted in a neutral palette will perfectly compliment your own taste of décor and furnishing. Ample guest-bedroom with dual reach-in closet provides all the storage you’ll ever need! HVAC (2023), WATER HEATER (2017) provide peace of mind. <br><br> SUNBAY CLUB: This small enclave of 68 condominiums offers a uniquely private living experience. Behind the iconic blue gates, you will find a beautiful community enhanced with fountains, open grassy areas, a tennis court, lakefront swimming pool and a boat launch perfect for your paddleboard. Sunbay Club replaced all tile roofs, gutters/downspouts, skylights in 2024. CONDO FEE INCLUDES: CABLE & HIGH-SPEED INTERNET (Spectrum). Fee also covers: Gated Entry, Exterior Maintenance (building/roof), Common-Areas, Landscaping/Irrigation, Lighting/Ponds Maintenance, Pool/Clubhouse Upkeep, Master Insurance Policy (buildings). Combined, these community services reduce your ownership costs tremendously!!<br><br> LOCATION: Access within minutes World-Class “RDV Sportsplex” (Genesis HealthClub), Interstate-4 (Express), Publix, shopping & dining options. Downtown Maitland, Winter Park and Orlando are only a minutes away. Come see why this is the address you will want to call YOUR NEXT HOME !!

1000 Winderley Place Unit 237, Maitland
$387,000
2 Beds ⋅ 2 Baths ⋅ Moorings On Lake Maitland Condo Bldg 03 SubDv. ⋅ 32751 Zip Code
Sunny and bright 5th floor condo in the coveted Moorings on Lake Maitland is now available! With lake views from both the living room and breezy lanai, this condo is a wonderful opportunity for those seeking the relaxing Florida lifestyle. This 2 bedroom, 2 bath condo has an inviting master suite with an elegant, recently remodeled en suite bath featuring a walk in rain shower and custom vanity. Wood floors and a roomy walk in closet completes the suite. A secondary bedroom also has its own updated bath for plenty of privacy for your guests. A spacious and welcoming great room has a view of Lake Maitland from the tree tops. Open to the kitchen, the great room has plenty of room for both a living and dining room. One of the best features of this condo is the expansive lanai to sit and read, entertain or simply relax. Additional recent additions and updates include sunny new windows, a new stove and microwave. The association recently installed a new roof as well in 2023. The washer and dryer are conveniently tucked in the unit. This condo also includes a large storage closet in the hall across from the unit for all the extras! The Moorings is one of the favorite condo developments in the area with beautiful landscaped grounds and direct access to Lake Maitland with 150 feet of waterfront, an easy access walking path, a large dock and boat slips. A recently renovated, community pool adds to the luxury of Florida living. The Moorings is directly across from Lake Lily and a quick walk to many delicious Maitland restaurants. Stroll over to Lake Lily for the Maitland Art Festival, the Maitland library and Sundays at the Farmer’s Market. In addition, Winter Park is just 10 minutes away with golfing, shopping and dining on Park Ave. Some furniture is available for purchase as well. Cats only on upper floors. Move in ready for a quick close! This peaceful, private and serene condo is just what you are looking for! Please schedule your appointment today!

206 Quayside Circle Unit 504, Maitland
$390,000
2 Beds ⋅ 2 Baths ⋅ Maitland Harbour Apts SubDv. ⋅ 32751 Zip Code
This charming move in ready furnished (furniture valued at approx. $7,500) first-floor unit is situated in the highly desirable Maitland Harbour condominium complex, nestled in the heart of Maitland. This intimate and picturesque community is ideally located on Lake Maitland and offers access to the entire Winter Park Chain of Lakes. Recently fully remodeled, the unit features stylish décor, abundant natural light, and stunning views of the community pool and Lake Maitland. Every detail, from the fixtures to the window treatments, has been thoughtfully chosen to make this a truly move-in-ready home. The complex is beautifully landscaped with lush tropical foliage and oak trees, complemented by a refreshing lake breeze. Enjoy afternoons on the lake, where you can indulge in water skiing, fishing, kayaking. The unit also benefits from a new roof, a completed milestone inspection, and an up-to-date reserve study. Conveniently located, this property is adjacent to Fort Maitland Park, across from Lake Lily, and just a short distance from downtown Maitland, where you can enjoy the weekend farmers market. It is also minutes from Rollins College, the University of Central Florida, Full Sail University, and the vibrant historic district of Winter Park, known for its fine dining and boutique shopping along Park Avenue.

1000 S Orlando Avenue Unit 4, Maitland
$245,000
2 Beds ⋅ 2 Baths ⋅ Lake Maitland Terrace Apts SubDv. ⋅ 32751 Zip Code
Welcome to this charming first-floor 2-bedroom, 1.5-bathroom condominium located in the highly desirable Lake Maitland Terrace community. This inviting home features a living room and dining room adorned with elegant wood-look tile, creating a warm and stylish ambiance. Lake Maitland Terrace offers an array of top-notch amenities designed to enhance your lifestyle. Enjoy a refreshing swim in the lakeside pool, or relax in the clubhouse, which boasts a renovated kitchen and a screened porch with stunning views of Lake Maitland. Outdoor enthusiasts will appreciate the private dock, perfect for paddle boarding, and canoeing, with easy access to the Chain of Lakes. Additional community features include laundry facilities, putting greens, shuffleboard courts, assigned storage units, indoor bicycle storage, and a car wash station. The new metal roof, installed in 2023, provides added peace of mind. The community is professionally managed with an on-site manager and maintenance team, ensuring a well-maintained environment. The HOA covers essential services such as water, sewer, grounds maintenance, and valet garbage collection. For added convenience, mail is delivered directly to your door. Boat slips occasionally become available for residents at an additional cost. This condo is ideally situated near Maitland’s finest restaurants, shopping, and dining options. It is also just a short drive to downtown Orlando and Winter Park's Park Avenue. The location offers easy access to I-4, making commutes a breeze. Enjoy the convenience of walking to the Enzian Theater and Lake Lily, and being just a 5-minute drive from Winter Park’s vibrant downtown area. Experience the perfect blend of comfort, convenience, and community living in this delightful Lake Maitland Terrace condominium. Don't miss the opportunity to make this your new home.

1140 S Orlando Avenue Unit F-3, Maitland