Displaying: For Sale
Location: Winter Park
Property Type(s): Condos
Price: $200,000 to $299,000
Do Not Show Listings
Winter Park - 31 properties found
151 N ORLANDO AVE ##115, WINTER PARK, FL 32789
$298,000153 Days on yellowkey MLS ID: O6362403
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 710 Built: 1960 Tax: $2,965 (2025)Community: Lake Killarney CondoSpa: NoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,965
Elementary School: Killarney Elem
High School: Edgewater High
Tax Year: 2025
Middle School: College Park Middle
Remarks: Welcome to Lake Killarney Living ... Where Winter Park charm meets everyday convenience. Furniture negotiable, offering added flexibility for buyers or investors. Discover this beautifully appointed 2-bedroom, 1-bath condo in the highly sought-after Lake Killarney Condo Community, perfectly positioned just steps from Winter Park Village, dining, shopping, and the peaceful waters of Lake Killarney. Inside, you’ll find a bright, natural light–filled living space with an intimate, inviting feel. The efficient galley kitchen flows seamlessly into the living and dining area, making the home feel larger than its square footage. A rare bonus for condo living, the home includes a separate laundry room, offering added convenience and additional storage. Step outside to your private patio space, perfect for morning coffee, quiet evenings, or creating your own cozy outdoor retreat. There’s even room for a foosball table, making it a great spot to unwind, entertain, or simply grab a Coke and smile as you enjoy the Florida breeze. Residents enjoy an impressive list of community amenities, including a sparkling private pool, lush green spaces, and access to Lake Killarney’s private community dock, ideal for launching kayaks and paddleboards, fishing, or taking in serene lakefront views. Enjoy evening sunset strolls, weekend boating, or a relaxing afternoon by the pool. The community also offers convenient on-site laundry facilities, beautifully maintained grounds, and a welcoming neighborhood atmosphere. With strong rental appeal, an unbeatable location, and timeless Winter Park charm, 151 N Orlando Ave #115 is an ideal choice for first-time buyers, downsizers, or investors seeking long-term value in one of Central Florida’s most desirable lakefront communities. Schedule your private showing today and experience the lifestyle waiting for you at Lake Killarney.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
3371 RIVER VIEW WAY #46, WINTER PARK, FL 32792
$205,0003 Days on yellowkey MLS ID: O6403947
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1151 Built: 1983Monthly Fee: $450 Tax: $2,986 (2025)Community: Hidden Oaks Condo Ph 03Condo
Taxes:$2,986
Elementary School: None
High School: None
Middle School: None
Remarks: Welcome to Unit 46 at Hidden Oaks, a townhome-style condo nestled in one of Winter Park's most convenient and well-established communities. Ideal for first-time buyers, down-sizers, or investors looking for location and lifestyle in one. The floor plan offers three bedrooms upstairs with two full bathrooms, plus a half bath on the main level — perfect for guests and everyday living. Two reserved parking spots included. The HOA covers the community pool, water, trash, grounds maintenance, and structural upkeep, making this a truly low-maintenance lifestyle. Pets welcome. Hidden Oaks lives up to its name with lush, mature landscaping throughout. Unbeatable location — minutes from Full Sail University, UCF, and Valencia College, with easy access to major Central Florida employers. Downtown Winter Park's dining, shopping, and Park Avenue charm are all within reach. Properties in this community move quickly — schedule your showing today.
Listing is courtesy of: REALTY ONE GROUP EVOLVE (386-368-7222)
Listing Agent: Safiya Bourne Llc (689-249-1999)
2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792
$269,00017 Days on yellowkey MLS ID: O6398500
REDUCED by $10,000 (3.6%) on 05/01/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 1987 Tax: $1,107 (2025)Community: Cedarwood Village 1Condo
Taxes:$1,107
Remarks: Discover comfort and convenience in this charming, spacious 2-bedroom, 2-bath residence nestled in the heart of Winter Park! Step inside to an inviting living room with a vaulted ceiling. The fully equipped open-floor kitchen, featuring ample roomy cabinets, is perfect for everyday living and entertaining. The thoughtfully designed split floor plan enhances functionality and privacy. Elegant, durable flooring throughout the home ensures easy maintenance. Enjoy the walk-in shower and bathtub with upgraded plumbing and tile. A convenient coffee nook sits just off the kitchen. The spacious patio is ideal for entertaining guests and enjoying outdoor time. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)
Listing Agent: Robert Arnold, Jr (407-389-7318)
7706 COUNTRY PL #7706, WINTER PARK, FL 32792
$225,000427 Days on yellowkey MLS ID: O6285927
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1984 Tax: $2,744 (2024)Community: Goldenrod Villas CondoCondo
Taxes:$2,744
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Great investment opportunity. Ideal for a growing family or investor. Well established neighborhood of Goldenrod Villas, 3 bedroom, 2 full bathrooms, 1,230 square feet of living area. Exterior of the home is concrete block and stucco. The eat-in-kitchen sits in the heart of the home which creates a warm and social atmosphere. Nice covered patio with back yard great for relaxing and entertaining family and friends. Come and make it your own. The HOA maintains building exterior, roof, and exterior landscape maintenance. The Community features enjoyable sparkling swimming pool and clubhouse. Great location! Conveniently located to nearby shopping, schools, banks, medical centers, and restaurants as well as easy access to major highways. Don't miss it. Priced to sell. Will Not Last!
Listing is courtesy of: REALTY TECH INC (407-332-9757)
Listing Agent: Carmen Vazquez (407-617-9045)
7484 CANFORD CT #8, WINTER PARK, FL 32792
$250,0007 Days on yellowkey MLS ID: O6402492
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1578 Built: 1974 Tax: $2,121 (2025)Community: Whisperwood CondoCondo
Taxes:$2,121
Elementary School: Cheney Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: This three-bedroom, three-bath updated Winter Park townhome-style condo is located in a quiet complex, a perfect place to call home. It's just minutes away from the University of Central Florida, Full Sail University, & Valencia College. This location makes an excellent investment for a college (or parents of) student. The upgraded kitchen has granite countertops with a custom sink, newer stainless steel appliances, and a closet pantry. There is a separate dining room that opens onto a very private brick paver patio with a new privacy fence. This unique condo features a flexible layout, an inside utility, and includes the washer & dryer. Modern-design porcelain tile flooring. The home has a large screen porch, which is considered by many in Florida, to be extra living space. There is also a front courtyard that is perfect for a raised bed garden or ???. Highly desired Winter Park schools. A 2-car carport with an ample lockable storage closet. New roof in 2020 and an updated electric system. The complex has a private community pool
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Greg Harrison (407-276-6141)
2500 LEE RD #202, WINTER PARK, FL 32789
$224,999452 Days on yellowkey MLS ID: O6277579
REDUCED by $10,000 (4.3%) on 04/28/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 956 Built: 1969Monthly Fee: $432 Tax: $2,327 (2025)Community: Lakeside Manor Condominium Association, Inc.Condo
Taxes:$2,327
Remarks: One or more photo(s) has been virtually staged. MILLIONAIRE LIFESTYLE HIDDEN GEM • LAKE ACCESS • 2 BED / 2 BATH CONDO ON LAKE KILLARNEY • PRIME WINTER PARK LOCATION • LOW HOA Outstanding Opportunity to live the Florida Lifestyle in your private walkable Lakefront Enclave. Includes Direct Lake Access, Private Dock, Loungers and seating, Picnic areas and landscaping, Boat Slip, and a Private Pool & Clubhouse overlooking Lake Killarney. You will love Paddle Boarding, Kayaking and Boating just steps from your door. Beautifully updated 2-bedroom, 2-bathroom condo located on the shores of Lake Killarney in highly desirable Winter Park. This immaculate home offers tranquil lakeside living and unbeatable convenience, minutes from Trader Joe’s, Park Avenue, Rollins College, and Downtown Orlando. The condo is upgraded throughout with New AC & Water Heater, Fresh New Interior Paint, New Lighting, New Ceiling Fans & Window Blinds, Updated Door Hardware, Primary Bathroom Renovation featuring new tile, modern vanity, and LED mirror, Upgraded Exterior Doors & Windows. Open-concept kitchen with dark wood cabinetry, granite countertops, a built-in wine rack, and breakfast bar, flows into the spacious living area and private balcony. Enjoy two private patio spaces front and rear, overlooking the courtyard, perfect for relaxing and entertaining. With only one neighbor to the side and one below, this unit offers enhanced privacy. Split-Bedroom Design, Two large bedrooms, each with walk-in closets. Primary suite includes a private exterior entrance and a fully renovated bathroom with walk-in shower. Second bathroom includes a tub/shower combo and tile flooring. Enhance your life living minutes from Park Avenue (shopping, dining, events), Rollins College (3 miles), Winter Park Village, I4 for easy commuting, Downtown Orlando, Orlando International Airport, Disney, and Universal (20–30 mins). Low HOA Includes Water & Trash, Cable & Internet, Lake Access & Dock, Pool & Clubhouse, and Designated Parking.
Listing is courtesy of: THE ANDERSON GROUP & CO PL (407-960-5657)
Listing Agent: Alison Maltby (407-325-1483)
2384 SUN VALLEY CIR, WINTER PARK, FL 32792
$269,90063 Days on yellowkey MLS ID: O6386755
REDUCED by $5,000 (1.8%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1983 Tax: $688 (2024)Community: Cedarwood Village 1Condo
Taxes:$688
Elementary School: English Estates Elementary
Remarks: Great opportunity to own this 3 bedrooms, 2 bathrooms single-story, ground level, end unit condo located within the quaint community of Cedarwood Village with a desirable Winter Park address! This light and bright home features vaulted ceilings in the living room, creating an open and airy feel. The kitchen offers an eat-in space, stainless steel appliances, a convenient pass through to the living room, and a laundry closet with washer and dryer included. Enjoy seamless indoor-outdoor living with sliding glass doors leading to a private rear screened-in lanai, plus an additional front patio just off the kitchen. Recent upgrades include new luxury vinyl flooring, a new roof (2023), new A/C ducts and insulation (2023), and full re-plumbing (2021), providing peace of mind for years to come. Two reserved parking spaces are located directly in front of the condo for added convenience. Community amenities include a pool, tennis court, and clubhouse. Ideally located near shopping and dining, Rollins College, Full Sail University, UCF, and major thoroughfares for easy commuting. This move-in ready condo offers comfort, convenience, and value in an unbeatable location!
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Anna Lohr (321-277-4797)
200 SAINT ANDREWS BLVD #2901, WINTER PARK, FL 32792
$225,00032 Days on yellowkey MLS ID: O6395720
1 Days Off yellowkey (back on 4/27/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1266 Built: 1970Monthly Fee: $451 Tax: $2,131 (2025)Community: Four Seasons CondoCondo
Taxes:$2,131
Elementary School: Brookshire Elem
Remarks: Under contract-accepting backup offers. Welcome to this spacious and well-maintained 2 story townhome in the heart of Winter Park, located in the highly sought-after Four Seasons community. This 2-bedroom, 1.5-bath unit offers 1,266 square feet of comfortable living space with a functional layout, abundant natural light, and thoughtful updates throughout. Step inside to find a spacious kitchen, renovated in 2016, featuring wood cabinetry, granite countertops, black appliances, and a dishwasher replaced in 2023, perfect for everyday cooking and entertaining. Just off the kitchen, enjoy a dedicated dining area, ideal for hosting dinners or creating a flexible space for a home office or additional seating. The inviting living room provides plenty of space to relax and gather, with sliding glass doors that lead to your private, fully fenced, tree-shaded patio complete with a storage shed - an ideal spot to enjoy your morning coffee or unwind in the evenings. The patio also offers convenient access to your covered, deeded carport space, #49. Both bedrooms are generously sized, with the primary bedroom featuring dual closets and a ceiling fan for added comfort. The home includes a full bathroom and a convenient half bath, both thoughtfully updated with new toilets and upgraded vanities, including a quartz countertop and stylish shiplap accent in the guest bath. Additional interior highlights include custom closet features, a laundry closet with a new stackable washer and dryer(included), ceiling fans and blinds throughout, fresh interior paint (2024), and an HVAC system updated in 2023, providing peace of mind and modern convenience. Residents of Four Seasons enjoy access to a variety of amenities including 3 swimming pools, a clubhouse with fitness center, tennis and shuffleboard courts, all within a quaint, established neighborhood with tree-lined walkways. Ideally located just minutes from Ward Park, Winter Park Pines Golf Club, YMCA, AdventHealth Winter Park, and the Center for Health & Wellbeing. Enjoy easy access to shopping and dining along Aloma Avenue including Publix, Sprouts, and Aldi, as well as being less than 10 minutes from Park Avenue’s renowned restaurants and boutiques. Conveniently located near SR 436 with quick access to 417 and 408, and approximately 25 minutes to Orlando International Airport. Zoned for top-rated schools: Brookshire Elementary, Glenridge Middle, and Winter Park High School. Don’t miss your opportunity to own in one of Winter Park’s most desirable communities—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Amy Turner (407-803-3885)
1500 GAY RD #24B, WINTER PARK, FL 32789
$261,500216 Days on yellowkey MLS ID: O6348568
REDUCED by $2,500 (0.9%) on 04/13/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1026 Built: 1972 Tax: $1,271 (2024)Community: Chateaux Du LacSpa: NoCondo
Taxes:$1,271
Remarks: ANOTHER PRICE REDUCTION! OWNER WILL CONSIDER ALL REASONABLE OFFERS! Highly Desirable Winter Park Lakefront Community on Skiable Lake Killarney. Enjoy Peaceful Water Views and Million-Dollar Sunsets on Lakefront Deck! Private Community Ramp, Heated Pool, Men's and Women's Saunas! Don't miss this! Beautifully Renovated 2 Bedroom 2 Bath End Unit. New Kitchen Cabinets and Quartz Counters, Stainless Steel Appliances, Raised Ceiling with Lighting, Kitchen Island/Bar! Enjoy the Ease of Luxury Vinyl Plank Flooring, Crown and Wide Floor Moldings, Plantation Shutters, Upgraded Energy Saving Windows and Sliding Glass Door. Modernized Master Bath with Raised Vanity, Open Layout with Spacious Shower with Seat and Barn Door for Privacy. Guest Bath also Updated with New Raised Vanity and Shower. Second Bedroom Walk-in Organized Closet. New Master Bedroom Carpet in 2025, New Water Heater in 8/2025 A/C replaced 4-5 years ago. Sit on Private Covered Patio and enjoy Pool Views and Landscaped Vistas. Walk to Shopping, Restaurants, Movies, Trader Joe's. Minutes from Park Avenue and Farmer's Market. Centrally located, close to I-4. One of Winter Park's "Best Kept Secrets"! Make an Appointment to view today!
Listing is courtesy of: REALCOM REAL ESTATE SERVICES INC (407-621-6856)
Listing Agent: Janice Erickson (407-621-6856)
851 MILES AVE #13, WINTER PARK, FL 32789
$209,999137 Days on yellowkey MLS ID: O6368234
2 Days Off yellowkey (back on 4/24/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 808 Built: 1984 Tax: $2,694 (2025)Community: Aragon CondoCondo
Taxes:$2,694
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Under contract-accepting backup offers. Welcome to 851 Miles Ave #13, a beautifully renovated 2-bedroom, 1-bathroom second-floor condo in the heart of charming Winter Park, FL 32789! Meticulously updated since 2023, this home blends modern luxury with effortless comfort and is truly move-in ready. As you step inside, you’ll be greeted by elegant porcelain tile flooring throughout—offering both durability and a look that’s easy to maintain. The heart of the home, the kitchen, has been completely reimagined with sleek granite countertops, fresh cabinetry, and contemporary finishes that make cooking and entertaining a joy. The bathroom has also received a full renovation, featuring granite countertops and updated fixtures that enhance both style and function. With thoughtful design at every turn, this condo feels fresh, bright, and uniquely yours. Situated on the second floor for added privacy and natural light, this unit provides a peaceful retreat while still being close to all that Winter Park has to offer. Enjoy being minutes from Park Avenue, with its array of boutique shopping, acclaimed restaurants, art galleries, and outdoor markets. Explore scenic parks, lakeside boat tours, cultural attractions, and community events that make Winter Park one of Central Florida’s most desirable places to live. Whether you’re searching for your next home or an exceptional investment opportunity, 851 Miles Ave #13 showcases stylish updates, quality finishes, and a location you’ll love. Don’t miss your chance — schedule a showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Eric Campbell (321-279-8941)
7794 COUNTRY PL #2, WINTER PARK, FL 32792
$241,90017 Days on yellowkey MLS ID: O6397587
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1068 Built: 1988Monthly Fee: $296 Tax: $2,620 (2024)Community: Goldenrod Villas CondoSpa: NoCondo
Taxes:$2,620
Remarks: Winter Park Clean, updated condo in Move In Condition - The newest condo's year built are located on the last street in the complex where this unit is located which features more contemporary open floor plans and high ceilings. Enjoy the One story living. No apartment living with noisy neighbors. Another BONUS is *** NO condo neighbors across the street from you - private!!** This unit is second to the end of a Quiet Dead End Street. Step into a bright and airy condo featuring laminate and tile floors. Newer painted pastel colors throughout. The updated contemporary kitchen has newer Pecan colored cabinets and newer granite counter tops with stylish designer tile back splash. Both bathrooms have newer vanities and granite counter tops. The second bath features a designer Pedestal vanity with granite top. Many upgraded finishes and fixtures throughout. Features a split bedroom floor plan that provides privacy, both bedrooms have spacious walk-in closets. *** Open living area shines with natural sun light and is open to a screened porch, providing access to the private, fenced back courtyard. This condo has a New (December 2024) High efficiency RHEEM 15.3 SEER AC unit with Heat Pump that helps keep utility costs lower, New Roof (2021), New 6 panel Front entry door January (2025), New carpet in both bedrooms installed January (2025), Replumbed with New PEX plumbing pipes, New Refrigerator (2025) New light fixtures throughout. Features an open eat in kitchen and a large breakfast bar open to living room. As a resident, you'll have access to the community pool and the convenience of being close to the Cross Seminole Trail and Cady Way Trail, Winter Park Village, UCF and Full Sail. This location offers easy access to major roadways, shopping, and dining and is served by the reputable Seminole County Schools. Complete with fenced backyard! Community has swimming pool & bathrooms. ** Exterior of the building is scheduled to be painted. ** Professionally cleaned for new owners. Never smoked in.
Listing Agent: Tom Bercini (407-925-4760)
1250 S DENNING DR #117, WINTER PARK, FL 32789
$240,00011 Days on yellowkey MLS ID: O6401802
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 908 Built: 1967 Tax: $2,763 (2025)Community: Mead GardenCondo
Taxes:$2,763
Remarks: Remodeled two-bedroom, one-and-one-half-bath residence in the Mead Garden Condominium community. Spanning 908 square feet, this first-floor home features a move-in-ready interior with an open-concept layout, luxury vinyl plank flooring throughout, and in-unit washer and dryer hookups, a rare offering within the building, located in the half bath. The kitchen includes raised-panel cabinetry in a warm wood tone, a mosaic tile backsplash and black appliances, including a refrigerator, range and dishwasher. A curved island with additional storage provides space for casual dining and entertaining. The kitchen opens to the dining area and living room, highlighted by a chandelier and access to a sunroom with sliding glass doors overlooking the community pool and landscaped grounds. The primary bedroom offers natural light from a pool-facing window, a walk-in closet, and an en-suite bath with a walk-in shower featuring white subway tile and a black-and-white mosaic tile floor. The second bedroom provides flexible space for guests or a home office. A half bath includes a pedestal sink, decorative mirror and gold-tone fixtures. Additional features include crown molding, updated plumbing fixtures, new windows and a leaded-glass front entry door. Near Azalea Park, Seven Oaks Park, Mead Botanical Garden and the Orange Avenue district with dining and retail. Close to Rollins College and Park Avenue.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Drew Henner (407-406-0662)
1695 LEE RD #C202, WINTER PARK, FL 32789
$205,000426 Days on yellowkey MLS ID: O6285607
REDUCED by $5,000 (2.4%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1149 Built: 1966 Tax: $2,126 (2024)Community: Waterfall Cove At Winter ParkCondo
Taxes:$2,126
Remarks: This property located in a peaceful community IN WINTER PARK. and easy access to FL I-4 , short drive distance to Rollins College, UCF, Valencia college, Hospitals, shopping center, restaurants and Orlando Theme Park. This unit located on the second floor, it has 3 bedrooms 2, bathrooms, open floor plan. The community amenities include a large pool with lounge chairs, playground and gazebo. This property can be leased. You must see for any possibilities come and check for yourself. Registered owner is brother of the realtor. SELLER MIGHT HOLD FIRST MORTGAGE WITH A GOOD DOWN PAYMENT.
Listing is courtesy of: PRIMESTATE REALTY, INC. (407-850-9494)
Listing Agent: Hoover Yap (407-342-9395)
2500 LEE RD #229, WINTER PARK, FL 32789
$245,00094 Days on yellowkey MLS ID: O6377616
1 Days Off yellowkey (back on 4/22/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 956 Built: 1969 Tax: $2,613 (2024)Community: Lakeside Manor Apts CondoSpa: NoCondo
Taxes:$2,613
Remarks: Under contract-accepting backup offers. DRAMATIC PRICE ADJUSTMENT! Million Dollar Lakefront View of Lake Killarney from Private Balcony and multiple Rooms in the Unit and View of Courtyard with it's Gracious Old Tree and Meandering Walkways from second Private Balcony. Once in a lifetime opportunity to own this meticulously maintained and updated Mid-Century Modern Character that says "Home" when you walk through the Door! Kitchen has been improved with raised Ceilings and expansive Wood Cabinets, Corian Sink and Countertops, Stainless Steel Appliances and expanded Pass-through Opening/Bar to Dining Room. Spacious Living and Dining Rooms with Lakeview. French Doors to Second Bedroom/Office with closets. Master Bedroom with en-suite Bath. Beautiful Cork Floors installed in all Living Areas. Tile in Kitchen and Baths. Ventless Washer and Dryer installed in Unit. Newer Double-Paned Energy-Efficient Windows. Unit has been replumbed. approximately 5 years ago. A/C and Water Heater new in 2025. Electric Panel replaced in 2019. You will love this close-in Winter Park Lakefront Community with all it's amenities, including Boat Ramp, 12 Boat Slips with Docks available for Lease to Owners, Waterfront Gazebo, Pool and. Clubhouse. Close to Shopping, Restaurants, Movie Theaters, Trader Joe's, Downtown Winter Park and Farmer's Market. Easy Access to I-4. Don't miss another Sunset! Call for a Private showing today!
7117 SWALLOW RUN #G1, WINTER PARK, FL 32792
$236,80067 Days on yellowkey MLS ID: O6385942
REDUCED by $13,000 (5.2%) on 04/23/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1565 Built: 2011Monthly Fee: $385 Tax: $3,776 (2024)Community: Village/WhisperwoodCondo
Taxes:$3,776
Remarks: Welcome home! You've found it, a spacious end unit townhome style condo with private 1 car garage with extra storage space. Open floorplan first floor, when you walk in the front door you walk into a huge living room/dining room combination room with views out the back of your private screened patio overlooking a pond. The kitchen features lots of counter space, breakfast bar on the kitchen island and all appliances included! upstairs you will find a HUGE master suite with walk-in closet and ensuite bathroom with dual vanities, separate water closet and shower. Down the hall you have your indoor laundry closet, as well as two additional bedrooms with view of the pond. Easy commute to Downtown, Baldwin Park, Winter Park with quick access to the 408 and 417!
Listing is courtesy of: COMPLETE FLORIDA REALTY LLC (407-222-7281)
Listing Agent: Greg Traub (407-222-7281)
311 E MORSE BLVD #7-19, WINTER PARK, FL 32789
$289,900126 Days on yellowkey MLS ID: O6368912
REDUCED by $10,000 (3.3%) on 04/23/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 482 Built: 1960Monthly Fee: $870 Tax: $3,161 (2024)Community: Whispering WatersCondo
Taxes:$3,161
Remarks: One or more photo(s) has been virtually staged. One or more photos have been virtually staged. Welcome to an exceptional opportunity to own a beautifully maintained, move-in ready third-floor, water-view, corner unit studio residence in one of Winter Park’s most coveted locations—directly adjacent to Lake Osceola and just moments from iconic Park Avenue. This rare downtown setting places you within effortless reach of the Winter Park Farmers’ Market, acclaimed dining, boutique shopping, cultural venues, and a picturesque network of lakes and parks. The residence features a bright and open floor plan where the kitchen, dining, and living spaces flow seamlessly, creating an inviting atmosphere ideal for both everyday living and entertaining. Upon entry, you are welcomed by multiple storage closets and a discreet hallway that provides additional storage and convenient access to the full bathroom—an uncommon luxury for a studio-style layout. Sliding glass doors lead to a generously sized, private covered and enclosed balcony overlooking the tranquil interior courtyard, with peaceful views of the community pool and Lake Osceola beyond. This serene outdoor retreat is the perfect setting for morning coffee, evening relaxation, or quiet reflection amid lush surroundings. Residents enjoy a truly low-maintenance lifestyle, with electric, gas, water, sewer, and trash all included in the condominium fee. Building amenities include elevator access to the third floor, on-site management, a community laundry facility, and beautifully appointed common areas. The property also features expansive outdoor patios overlooking Lake Osceola, a resident club room, and immediate access to the community pool. Located within Whispering Waters, a highly desirable 55+ community, this residence is ideally suited as a primary home, seasonal retreat, or elegant in-law suite—offering timeless Winter Park living with unmatched convenience and charm.
Listing is courtesy of: TURN-KEY MOVES REALTY (407-796-2221)
Listing Agent: Mathew Kelly (407-796-2221)
225 LEWFIELD CIR #225, WINTER PARK, FL 32792
$220,000335 Days on yellowkey MLS ID: O6314817
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 953 Built: 1973Monthly Fee: $465 Tax: $1,020 (2024)Community: Stratford A Winter Park CondoCondo
Taxes:$1,020
Remarks: One or more photo(s) has been virtually staged. **This property qualifies for a closing cost credit up to $3,300 through the Seller’s preferred lender.** Welcome to this updated 2-bedroom, 2-bath first-floor condo in the heart of Winter Park. Tucked away at the back right corner of the building, this bright unit features hardwood floors throughout and an open living room with sliding glass doors leading to the community green space that is a tropical oasis. The adjacent dining area includes a stackable washer/dryer and flows into a modern kitchen with floor-to-ceiling cabinetry, granite countertops, and stainless steel appliances. Both spacious bedrooms sit near the entry, with the primary suite offering a walk-in closet and a sleek ensuite bath with a glass-front shower and floating vanity—mirrored in the newly updated guest bath as well. Enjoy low-maintenance living with access to resort-style community amenities including two pools, tennis courts, and a gym—all in a prime location! Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
2401 SUN VALLEY CIR #2401, WINTER PARK, FL 32792
$265,00040 Days on yellowkey MLS ID: S5146437
REDUCED by $20,000 (7.0%) on 04/21/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1495 Built: 1984 Tax: $3,702 (2024)Community: Cedarwood Village 1Condo
Taxes:$3,702
Remarks: Welcome to this charming 2-bedroom, 2-bath condo with a versatile loft, perfectly situated just minutes from shopping and the vibrant downtown Winter Park area! This light-filled end unit offers an open floor plan with vaulted ceilings and skylights, creating a bright and airy feel throughout. You’ll appreciate the newer flooring, crown molding, and the comfortable, functional layout. Relax and unwind on the private back porch—an ideal outdoor sitting space. The kitchen features a pantry and cozy breakfast nook. The spacious primary suite includes a walk-in closet, updated bathroom, and direct access to the back patio. The second bedroom also offers new flooring and its own walk-in closet, making it perfect for guests or additional living space. With its inviting design and unbeatable location, this condo is a must-see—schedule your private showing today!
Listing is courtesy of: EXP REALTY LLC (407-846-0940)
Listing Agent: Jamie Bollinger (407-908-1890)
2383 SUN VALLEY CIR #2383, WINTER PARK, FL 32792
$269,00014 Days on yellowkey MLS ID: O6400674
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1295 Built: 1985Monthly Fee: $499 Tax: $2,560 (2024)Community: Cedarwood Village 1Condo
Taxes:$2,560
Remarks: Nestled in a peaceful setting within the serene Cedarwood Village community, this charming one-story Winter Park condo offers a quiet retreat away from traffic noise, with a rear wooden fence for no visible neighbors for added privacy. The spacious 27-foot tiled and enclosed lanai creates the perfect place to relax and enjoy the tranquil surroundings. Cedarwood Village also offers low-maintenance living, with lawn care included in the HOA, along with amenities such as rebuilt tennis courts, a recently remodeled pool, a clubhouse, dog-walking areas, and newly paved roads. Conveniently located in a highly rated school district and close to shopping, dining, and entertainment, the property is also just minutes from Full Sail University, Valencia College, and UCF. Inside, the condo is beautifully updated and shows the care of meticulous owners. The modern kitchen features granite countertops, matching cabinetry, and an eat-in area with sliding doors leading to the private patio, while the bathrooms and dining room wet bar are finished with the same stylish cabinets and granite. The split floor plan includes tile flooring throughout the main living areas and wood floors in the bedrooms. The large living and dining spaces feature vaulted ceilings with skylights for abundant natural light, along with a cozy wood-burning fireplace. French doors from the living room open to the enclosed lanai, while the primary suite also has direct lanai access, ample closet space, and a private bath with both a tub and shower. Additional features include an interior laundry closet adjacent to the kitchen, updated plumbing, a roof replaced in 2018, new ductwork installed in 2023, and a $4,500 seller credit at closing toward a new AC. Two assigned parking spaces are located directly in front of the unit. Tenants will be moving out May 31, 2026.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Jeff Stewart (407-247-9762)
2501 TAHOE CIR, WINTER PARK, FL 32792
$259,90095 Days on yellowkey MLS ID: O6378209
2 Days Off yellowkey (back on 4/21/2026)
REDUCED by $10,000 (3.7%) on 04/05/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1495 Built: 1981 Tax: $3,757 (2025)Community: Cedarwood Village 1Condo
Taxes:$3,757
Remarks: Under contract-accepting backup offers. Recently Improved to $259,900 - One of the BEST Values in Winter Park !! Welcome home to this spacious two-story Winter Park condo located in the sought-after Cedarwood Village community. Tucked away among mature landscaping yet close to everything, this residence offers a comfortable blend of privacy, architectural character, and convenience in a prime Central Florida location. The main living area features soaring 16.5-foot vaulted ceilings, a wood-burning fireplace, and sliding glass doors that lead to a screened rear porch, creating a seamless indoor-outdoor connection. Two skylights and a second-story loft overlooking the living room add architectural interest and flexible space ideal for a home office, reading nook, or guest retreat. The thoughtfully designed split floor plan enhances functionality and privacy. Additional highlights include a spacious kitchen with breakfast bar and island, a primary suite on the main level, and a screened back porch perfect for relaxing or entertaining. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle. Located just minutes from Rollins College, with convenient access to local retail shopping, dining, and everyday conveniences, this home is also a short drive to downtown Orlando, offering easy access to museums, theaters, and a variety of local events—combining the charm of Winter Park with excellent city connectivity. All measurements and information should be verified.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Sarah Doyer (386-490-7677)
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