Location: Winter Park , 32792
Do Not Show Listings
1468 AUBURN GREEN LOOP, WINTER PARK, FL 32792
$480,0004 Days on yellowkey MLS ID: O6399199
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 1984Monthly Fee: $49 Tax: $6,243 (2024)Community: Country LaneSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,243
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Welcome to this fantastic home on beautiful Lake Florence in a great Winter Park location off of Howell Branch Road in Seminole County! This spacious 3-Bedroom, 2-Bathroom house features vaulted ceilings, wood burning fireplace, ceiling fans, and wonderful outdoor areas. The Living Room, Dining Room and Great Room make this home feel large. The main living areas, hallways and one bedroom have engineered hardwood flooring, wet areas have tile flooring and there is carpet in the primary bedroom and bedroom 3. There is also a small nook that would be perfect for a craft area, office or library and it opens to the side courtyard which is fully fenced and a good size storage shed for your convenience. The Kitchen has all standard appliances including refrigerator, range, dishwasher and disposal. There is also a cozy eat in breakfast nook. The Primary Bedroom is located in the back of the home and has a nice walk-in closet with en-suite bath. There are sliding glass doors that open to the huge screened-in patio with optimal views of the lake! You will love to wake up to the gorgeous view! There are two additional Bedrooms and Full Hall Bathroom. Each bedroom has direct access to the screened in porch. This home has a finished two car garage with opener and washer/dryer hookups. Enjoy coffee in your hammock while watching the ski boats inside the screened patio that runs the full rear length of the home, providing the amazing view to the lake and is perfect for entertaining or enjoying an evening cocktail. Close to most major roadways, this home will not last long!
Listing is courtesy of: COLDWELL BANKER VANGUARD EDGE (800-948-0938)
Listing Agent: Jodie Ma (407-221-0775)
1287 VERDANT GLADE PL, WINTER PARK, FL 32792
$850,000Listed 04/24/2026 2:35PM MLS ID: O6400331
Bed: 5 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2020Monthly Fee: $413 Tax: $6,133 (2025)Community: Meadows At Hawks CrestSingle Family
Taxes:$6,133
Tax Year: 2025
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 5 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both comfortable living and easy entertaining. Inside, the home feels bright, expansive, and well connected, with generous living areas that flow naturally from one space to the next. The open design creates an inviting setting for everyday routines, gatherings, and holiday hosting, while the separate office adds flexibility for working from home, studying, or creating a quiet retreat. With two primary bedroom suites, a large game room, and an additional loft, there is plenty of space to accommodate guests, a growing household, or changing lifestyle needs. The home also features thoughtful upgrades that elevate both style and function. A gourmet kitchen serves as the heart of the home, complete with quartz countertops, 42-inch cabinetry, and the kind of workspace and storage today’s buyers appreciate. Eight-foot interior doors add to the sense of scale throughout, while details such as a pocket door in the bathroom enhance convenience and flow. Large sliding glass doors open wide to create a seamless connection between the indoor living spaces and the outdoor entertaining area. Step outside to an oversized screened and covered patio that extends the living space and creates a relaxing place to enjoy morning coffee, outdoor dining, or quiet evenings at home. Beyond the patio, the private yard offers even more appeal, with no rear neighbors behind the home for added privacy and a more open feel. The rear eastern exposure welcomes beautiful morning sun, making the backyard setting especially enjoyable at the start of the day. Located in Winter Park, the home benefits from a highly desirable area known for its established residential feel, convenient access to shopping and dining, and close proximity to parks, schools, and major roadways. The neighborhood adds to the home’s appeal by offering a blend of comfort, accessibility, and the everyday convenience that makes Winter Park such a sought-after place to live. With its flexible two-story layout, dual primary suites, game room, loft, gourmet kitchen, oversized patio, and private backyard setting, 1287 Verdant Glade Place delivers the space, upgrades, and lifestyle features buyers are looking for.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
2020 COCOS CT, WINTER PARK, FL 32792
$458,99042 Days on yellowkey MLS ID: O6389901
1 Days Off yellowkey (back on 4/24/2026)
REDUCED by $1,000 (0.2%) on 04/17/2026
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1715 Built: 1966 Tax: $1,410 (2024)Community: Eastbrook Sub Unit 8Spa: NoSingle Family
Taxes:$1,410
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautifully renovated pool home in the highly desirable Eastbrook community of Winter Park, featuring major recent upgrades including a new AC system, windows, doors, and flooring throughout the home. This move-in ready 3-bedroom, 2-bath residence sits on an oversized 0.30-acre corner lot in a quiet cul-de-sac with no HOA. The home offers a bright open-concept layout with abundant natural light and a seamless flow between the living, dining, and kitchen areas—ideal for both everyday living and entertaining. The updated kitchen features modern cabinetry, stainless steel appliances, and generous counter space. Both bathrooms have been tastefully renovated, and the spacious bedrooms provide comfort and flexibility. Step outside to a private backyard with a sparkling pool and plenty of outdoor space perfect for relaxing or hosting gatherings. Additional highlights include a 1-car garage, roof replaced in 2016, updated electrical, and a newer water heater (2021). Located within the top-rated Seminole County school district and just minutes from Park Avenue, Rollins College, shopping, dining, museums, and Winter Park Hospital. A fantastic opportunity to own a beautifully updated home in one of Central Florida’s most desirable locations.
Listing is courtesy of: SERHANT (786-296-8626)
Listing Agent: Julimar Barreiro Pastrana (407-590-8604)
1822 YORKSHIRE DR, WINTER PARK, FL 32792
$624,000Listed 04/24/2026 8:49AM MLS ID: O6401364
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 1620 Built: 1957 Tax: $5,959 (2025)Community: Park ManorSingle Family
Taxes:$5,959
Elementary School: Lakemont Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: One or more photo(s) has been virtually staged. Charming 3 Bedroom, 3 Bath one-story home fearures a split floor-plan with two primary suites- ideal for multigenerational living or guest flexibility located in a prime Winter Park location. Located in the desirable Park Manor subdivision, this beautifully designed split floor plan home offers both comfort and privacy-perfect for modern living. Enjoy the freedom of NO HOA, along with a layout ideal for families or entertaining. Midcentury modern-inspired design meets an open-concept layout with a spacious kitchen offering a large island, stainless steel appliances, pantry, granite countertops, full-height granite backsplash, and extensive cabinetry. The primary bath includes dual sinks and a frameless glass shower. Enjoy a large indoor laundry room and a private, oversized fully fenced backyard with a new paver deck and no rear neighbors. Perfect for outdoor living and entertaining. Additional highlights include a newly painted block shed with tin roof (2025) Zoysia grass installed in backyard, pavers installed in back, vinyl fence installed in backyard, GE refrigerator, washer and dryer, (2021) French Doors in dining room and primary bathroom shower head, (2020) Bosch dishwasher and (2018) Mitsubishi Split air conditioner installed in primary bedroom and Mitsubishi Split air conditioner installed in 2nd bedroom. Just a short walk to the Winter Park YMCA, and minutes from the vibrant Park Avenue, where you’ll find boutique shopping, the popular Winter Park Farmers' Market, and a variety of top-rated dining options. Situated in a highly sought-after school district, Lakemont Elementary, Maitland Middle and Winter Park High. This home combines location, lifestyle, and convenience-making it a rare opportunity in one of Central Florida’s most desirable communities.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Maryanne Branner (321-377-3909)
633 LANDER RD, WINTER PARK, FL 32792
$424,90042 Days on yellowkey MLS ID: O6390096
0 Days Off yellowkey (back on 3/19/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1400 Built: 1956 Tax: $1,562 (2025)Community: Eastgate SubSingle Family
Taxes:$1,562
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. LOCATION, LOCATION, LOCATION! Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Winter Park! As you enter the home, you'll notice the living room and dining area flow seamlessly together, leading you into the kitchen featuring solid surface countertops and solid wood cabinetry. The kitchen opens into a warm and versatile family room/sunroom, ideal for relaxing or entertaining. Step through to the carport for added convenience, or slide open the glass doors to your screen-enclosed patio and expansive fenced backyard, a private outdoor retreat with endless possibilities. Back toward the front of the home, you'll find three comfortable bedrooms and two full bathrooms. The primary suite offers a private ensuite bathroom, while a well-placed shared bathroom serves the additional bedrooms. Carpet and tile throughout complete the comfortable feel of this cozy home. Location is everything, and this one delivers! Just minutes from Rollins College, Advent Health Winter Park, Winter Park Corners Plaza, and Park Avenue, you'll enjoy easy access to boutique shopping, acclaimed dining, museums, parks, the Winter Park Chain of Lakes, and the beloved weekend farmers market. Whether you're a first-time buyer, a savvy investor, or someone looking to plant roots in one of Central Florida's most desirable communities, this is a rare opportunity you won't want to miss. Don't miss your opportunity, schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Ray Lopez (407-697-8298)
1923 LINDEN RD, WINTER PARK, FL 32792
$475,00025 Days on yellowkey MLS ID: O6393643
REDUCED by $24,999 (5.0%) on 04/17/2026
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 2117 Built: 1955 Tax: $340 (2024)Community: Tanglewood Sec 4Single Family
Taxes:$340
Remarks: ***WINTER PARK **** 4 BEDROOMS ****3 BATHROOM **** PAID OFF SOLAR ***** WILL HELP BUYER****METAL ROOF ***1/3 ACRE*** Welcome to 1923 Linden Rd, Winter Park—a well-maintained single-story residence offering space, character, and an exceptional location. Built in 1955, this solid masonry and concrete block home features 4 bedrooms, 3 full bathrooms, and approximately 2,117 heated square feet, with 2,281 total building square feet. Located in the highly desirable area of Winter Park, the home provides convenient access to shopping, dining, parks, and top-rated schools, as well as nearby Park Avenue and downtown Orlando. The interior offers a functional layout with multiple living areas, ideal for both everyday living and entertaining. Original character elements such as plaster interior walls and two fireplaces add warmth and timeless appeal. The centrally located kitchen provides ample workspace and flows seamlessly into the main living areas. Situated on a generous 0.315-acre lot (13,717 sq ft) with approximately 117 feet of frontage and 114 feet of depth, the property offers plenty of room for outdoor enjoyment, future enhancements, or expansion. Additional features include Metal Roof that allows for 20 degrees cool, continuous footing foundation, and package cooling system. A strong opportunity for buyers seeking a well-built home with character, space, and long-term value in a prime location.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Milton James (407-572-4458)
1926 NATALEN RD, WINTER PARK, FL 32792
$639,90049 Days on yellowkey MLS ID: O6388308
REDUCED by $10,000 (1.5%) on 04/24/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1469 Built: 1957 Tax: $7,308 (2024)Community: Kenilworth Shores Sec 07Single Family
Taxes:$7,308
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Remarks: ***MUST SEE WINTER PARK POOL HOME*** Explore the virtual tours to fully appreciate the beauty of this completely renovated 3 bedroom/2 bath solid block pool home nestled in the highly desirable Kenilworth Shores community in Winter Park. This move-in-ready home features an open layout with vaulted ceilings and an abundance of natural light, highlighted by a large free-flowing kitchen with all the amenities... new stainless-steel GE appliances, elegant quartz countertops, sturdy oversized soft-close shaker cabinets and two large built-in wall pantries. The open living area includes a cozy formal dining room with additional countertop seating, and a picturesque sliding glass door opens to an extra-large 40 x 12 outdoor covered porch that provides additional casual outdoor living space. The spacious primary bedroom has a vaulted ceiling and his/her closets, with private access to the backyard covered porch, and features a fully renovated en-suite bath. The secondary bathroom has been tastefully upgraded, as well. Freshly painted inside and out, this immaculate home has new waterproof LVP flooring throughout, new light fixtures and ceiling fans, and stylish window shade coverings on every window. With an indoor laundry room and a two-car carport, this worry-free home features a new AC unit installed in 2025, a new electrical panel and updated plumbing, and a roof that was replaced in 2018. Setting this home apart is your private outdoor private backyard oasis, showcasing a gorgeous 32 ft long/10 ft deep in- ground pool plus a unique outdoor kitchen . . . perfect for family gatherings or hosting a Bar-b-que pool party . . . and with a generously sized 10’ x 18’ shed with full electric providing additional storage solutions or living options, this fully fenced-in backyard is truly a tranquil outdoor haven. Zoned for excellent Winter Park schools, this home is located four blocks from Winter Park High and less than a mile from Brookshire Elementary and Glenridge Middle. It comes with deeded access to the boat ramp and fishing dock at Lake Berry. Blue Jacket Park and Cady Way Park are just down the street, showcasing great bike trails for walking and jogging. The well-known shopping and restaurants of downtown Park Avenue and Baldwin Park are just minutes away. Rollins College, UCF, Full Sail University, and Winter Pines Golf Course are all close by. And Advent Health/Winter Park Hospital is less than a mile down the street. This is a quiet, family-friendly community known for its tranquility and peaceful living. Don’t miss this opportunity to make this wonderful home your very own. Schedule your showing today.
Listing is courtesy of: JAMIESON PROPERTIES, INC. (407-876-2730)
Listing Agent: Joseph Cosgrove (407-470-0892)
121 STEFANIK RD, WINTER PARK, FL 32792
$317,500184 Days on yellowkey MLS ID: A4669103
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1949 Tax: $3,581 (2024)Community: Slovak VillageSingle Family
Taxes:$3,581
Remarks: A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. This is a two bedroom and one bath in the front with a one bedroom one bath mother-in-law suite in the back, off of the laundry room with its own entrance as well. Main house has a large foyer and living room. Kitchen has beautiful cabinets and granite counter tops. Septic system was just replaced in September. Currently rented for $2,000 per month. Lease ends February 28, 2026. Close to everything.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
7761 FOX KNOLL PL, WINTER PARK, FL 32792
$425,0001 Day on yellowkey MLS ID: O6401159
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1485 Built: 1989Monthly Fee: $20 Tax: $4,308 (2024)Community: BridgewaterSingle Family
Taxes:$4,308
Remarks: Fantastic, move-in ready 3 Bedroom, 2 Full-Bath home in Winter Park. Situated in the sought-after Bridgewater community, you'll enjoy tranquil surroundings while being close to practically everything. A newer roof (2022), beautifully updated bathrooms, modern fixtures, newer paver-patio with drainage system, an ideal floor plan, and a 2-car garage are just some of the reasons to love this home. Enter to a bright and welcoming foyer. Eye-catching wood floors anchor the open Living & Dining spaces. Kitchen features stainless appliances, pantry, and breakfast bar. Bonus space adjacent to kitchen provides extra room to entertain, watch TV, or set up an office area. Primary bedroom is split from guest bedrooms and offers ensuite bath with stunning walk-in shower (renovated March 2026) and dual sinks. Hall offers access to guest bath w/ tub and 2 guest bedrooms. Screened porch is perfect for relaxing and overlooks scenic backyard with gorgeous patio and landscaping. Entertain guests with a backyard cookout or just enjoy nature. Zoned for desirable Lake Howell HS within the Seminole County Public School district. Enjoy plenty of nearby shopping and dining, easy access to major roadways (including SR-417 & SR-436), major hospitals and Central Florida's world-class theme parks. Roughly a 10-minute drive Downtown Winter Park, Baldwin Park and Oviedo; about 20 mins to Orlando or Sanford, and usually under 30 minutes to Orlando Int'l Airport. 1-hour drive to Cocoa Beach, New Smyrna Beach & Daytona Beach. Bike trail with access to Baldwin Park and Oviedo less than 1 mile away. Don't miss out on this home. Be sure to take the 3-D walkthrough tour!
7120 BROOKSIDE TRL, WINTER PARK, FL 32792
$510,0001 Day on yellowkey MLS ID: O6398534
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1753 Built: 1976 Tax: $3,098 (2025)Community: Replat Of Lts 1 2 & 3 Brookside SubSingle Family
Taxes:$3,098
Remarks: SWIM WHENEVER YOU LIKE! Discover a new dimension of living - Sparkling pool awaits you, so come and dip your toes here! Pool party ideas come naturally in this proud-to-show huge fenced-in backyard with lots of entertaining space. Oversized pool deck and large rock patio, plus huge screened in porch, make a great space for Florida living. This rock-solid ranch offers 4 bedrooms and 2 baths set in over 1700+ sf. Great curb appeal with cool rock trimming and freshly landscaped beds. Roomy formal living room greets you as you enter. The primary bedroom is split from the other 3 bedrooms and lies off the living room. This primary suite offers closet space galore. Plus, pretty double vanity, separated from the shower area. Terrific, updated kitchen with neat rustic tile, quartz counters, tile backsplash, stainless appliances, cool single bowl sink and faucet, shiplap wall and closet pantry round out this kitchen space. The family room is a great size, and the kitchen quartz counter/bar also serves as a gathering place flowing into the family room, which features a shiplap TV wall and blind-inside sliders to the screened in porch. The other 3 bedrooms and 2nd bath are off the family room. All are nice sized and the bath with nifty vintage tile, has an access door to outside/pool area. Pretty luxury vinyl plank flooring through living areas. All set in Winter Park on a .23 acre lot and Cul-De-Sac street. Conveniently close to schools, hospital, shopping, Costco and restaurants. Plus, easy access to highway 436 and straight shot to the Orlando International Airport. Don’t wait on this rock-solid ranch in desirable Winter Park...it’s ready for its new owners!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Teresa Jones (407-376-2130)
2519 WINDWARD WAY, WINTER PARK, FL 32792
$279,50032 Days on yellowkey MLS ID: O6392291
1 Days Off yellowkey (back on 4/6/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1976Monthly Fee: $99 Tax: $3,155 (2024)Community: Windward Square Sec 1Townhouse
Taxes:$3,155
Remarks: Under contract-accepting backup offers. Welcome to 2519 Windward Way, a beautifully maintained single-story townhome located in the highly sought-after Windward Square community in Winter Park. This move-in ready residence offers 2 bedrooms, 2 bathrooms, plus a versatile office. Featuring a large lot with 4 assigned parking spaces. Step inside to an open-concept floor plan designed for both everyday living and effortless entertaining. The spacious layout flows seamlessly into a well-appointed kitchen featuring gleaming stone countertops, stainless steel appliances, and ample storage space. The inviting living area opens to a covered back porch, which is ideal for relaxing, grilling, or gathering with family and friends. Beyond, you’ll find a large, private, enclosed patio that offers additional outdoor living space and privacy. The primary suite provides a peaceful retreat, complete with a walk-in closet and a private en-suite bathroom. The secondary bedroom offers flexibility for guests or family, while the dedicated office can easily serve as a workspace, playroom, or additional living area. Enjoy the convenience of tile flooring throughout the home, combining durability with easy maintenance. Windward Square residents benefit from low HOA fees and access to fantastic community amenities, including a pool, clubhouse, tennis courts, shuffleboard, and playground. Ideally located, this home is just minutes from top-rated schools, major universities, shopping, dining, and provides easy access to major highways, Downtown Orlando, and Orlando International Airport—all within a 30-minute drive.
Listing is courtesy of: NONA LEGACY POWERED BY LA ROSA (407-270-6841)
Listing Agent: Itzel Sotorosa (407-435-9072)
7429 DANIEL WEBSTER DR #14 (#C), WINTER PARK, FL 32792
$133,0001 Day on yellowkey MLS ID: O6400425
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1036 Built: 1974Monthly Fee: $640 Tax: $1,916 (2025)Community: The ColoniesSpa: NoCondo
Taxes:$1,916
Elementary School: Cheney Elem
Remarks: Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in the heart of Winter Park! Perfectly positioned for both convenience and lifestyle, this home offers quick access to the 408 Expressway and is just minutes from Downtown Orlando, making daily commutes effortless. Step inside to discover a bright and inviting interior featuring upgraded light fixtures, and an abundance of natural light that enhances the open feel of the space. The thoughtfully designed layout includes generously sized bedrooms and a spacious living area ideal for both relaxing and entertaining. The kitchen is highlighted by a breakfast bar with new granite countertops, creating a functional and stylish focal point. This unit can be sold fully furnished, offering a true turnkey opportunity for homeowners or investors alike. All appliances are included, making for a seamless move-in experience from day one. Location is everything—and this one delivers. Just minutes from Full Sail University, University of Central Florida, and Valencia College, this property is ideally situated for strong rental potential. Plus, enjoy being within easy reach of world-famous attractions like Walt Disney World and the beautiful shores of Cocoa Beach. Whether you’re searching for a primary residence, vacation getaway, or investment property, this Winter Park gem offers the perfect blend of comfort, location, and value.
Listing Agent: Uzi Husain (407-719-6576)
2052 LEANNE CT, WINTER PARK, FL 32792
$450,00080 Days on yellowkey MLS ID: O6379323
REDUCED by $6,000 (1.3%) on 04/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2264 Built: 1969 Tax: $1,581 (2024)Community: Eastbrook Sub Unit 15Spa: NoSingle Family
Taxes:$1,581
Remarks: Welcome to 2052 Leanne Ct, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for those chilly evenings. The kitchen is a chef's dream, boasting all stainless steel appliances for a sleek, modern look. The primary bedroom is a haven of comfort with double closets for ample storage. The primary bathroom is a sanctuary with double sinks, providing ample space for your morning routine. The fenced-in backyard provides a private outdoor space for relaxation and entertainment. The home has been recently updated with fresh interior and exterior paint, giving it a clean, refreshed look. New flooring throughout the home adds a touch of sophistication and durability. The new appliances ensure efficiency and convenience. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
3019 ANTIQUE OAKS CIR #124, WINTER PARK, FL 32792
$149,000245 Days on yellowkey MLS ID: O6337083
REDUCED by $5,000 (3.2%) on 04/17/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 749 Built: 1984Monthly Fee: $300 Tax: $2,050 (2024)Community: Parkview VillageSpa: NoCondo
Taxes:$2,050
Elementary School: Aloma Elem
Remarks: Price Reduction! READY TO BE SOLD! Accepting great offers. Welcome home! NEWLY RENOVATED BATHROOM on deck. Is Winter Park your destination or desire? Investment Potential, Student Sanctuary or just a long-awaited Life. Centrally located at your fingertips. Location, Lifestyle, Luxurious Zip Code, Friends, Culture and Community. Discover an unparalleled opportunity to own a piece of prime real estate in the heart of Winter Park, Florida. This beautifully appointed condo apartment is located within a vibrant, amenity-rich HOA community offering a perfect blend of convenience and value. Whether you're a first-time buyer, a savvy investor seeking strong rental return, or a student prioritizing location and community, this unit checks every box, all at an exceptional, reasonable price point. The very best luxury boutiques, fine dining, sidewalk cafes, and vibrant art festivals. Instant access to top tier schools and hospitals. A very short commute to Rollins College, Full Sail University, UCF, Valencia College and major medical centers like AdventHealth and Orlando Health facilities, making it ideal for any resident, and or faculty. Transportation is easily accessible to Downtown Orlando where the famous Lake Eola Park is, Winter Springs, Oviedo, The Orlando International Airport, Cady Way Trail, Biking, Hiking, Swimming, Volleyball, Pickleball, Tennis and Painting at The Crealde School Of Art. There's just so much within reach. Explore local gatherings, social events and community connections. For all investors, strong rental income potential and appreciation value. There's low maintenance and worry-free ownership opportunities. Let's build a portfolio together. Don't walk...run!
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Cassandra Kelly Flores (347-723-4649)
3330 COLEUS CT, WINTER PARK, FL 32792
$384,90073 Days on yellowkey MLS ID: O6378218
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1988 Built: 1968 Tax: $5,410 (2024)Community: Eastbrook Sub Unit 14Single Family
Taxes:$5,410
Remarks: Situated in an established Winter Park neighborhood, this single-family residence offers a functional layout with generous living space designed for everyday comfort. The home features multiple living areas that provide flexibility for daily living, entertaining, or work-from-home needs. Conveniently located near major roadways, public transit, shopping, dining, and surrounding Central Florida destinations, this property offers a balanced blend of accessibility and neighborhood appeal within Seminole County.
Listing is courtesy of: MAINSTAY BROKERAGE LLC (800-583-2914)
Listing Agent: Raquel Littlejohn (470-279-6333)
7393 GRAND AVE, WINTER PARK, FL 32792
$200,00018 Days on yellowkey MLS ID: S5147029
0 Days Off yellowkey (back on 4/23/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1518 Built: 1983 Tax: $4,367 (2024)Community: Oakcrest-516Single Family
Taxes:$4,367
Remarks: Short Sale. Short Sale – Subject to Lender Approval. Exceptional investment opportunity in the desirable Winter Park area. This property offers strong potential for value-add through renovation or repositioning. Located in an established community with no HOA, the home sits on a generously sized lot, providing flexibility for improvements and long-term upside. The current layout presents a solid starting point for updates, making it suitable for rental income, resale, or portfolio expansion. Conveniently positioned near shopping, dining, parks, and major roadways, with access to highly regarded schools and surrounding amenities. Winter Park continues to experience steady demand, supporting long-term investment potential. Property is being sold as-is. Buyer to verify all measurements, condition, and intended use. Don’t miss this opportunity to secure a property with upside in a sought-after Central Florida location. Highest and Best due April 17th
Listing is courtesy of: DREAM HOME REALTY GROUP AND ASSOCIATES LLC (407-504-7282)
Listing Agent: Latisha Smith (407-504-7282)
7485 ALOMA PINES CT, WINTER PARK, FL 32792
$390,00014 Days on yellowkey MLS ID: O6398259
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1787 Built: 2017Monthly Fee: $407 Tax: $4,585 (2025)Community: Aloma TrailsSpa: NoTownhouse
Taxes:$4,585
Remarks: Experience the perfect blend of luxury and convenience in the highly sought-after GATED community of Aloma Trails. This meticulously maintained 3-bedroom, 2.5-bathroom townhome, built in 2017, offers 1,787 sq. ft. of living space designed for comfort and modern style. Step inside to find an inviting open-concept first floor featuring beautiful ceramic tile flooring and high ceilings. The gourmet chef’s kitchen is a true standout, boasting upgraded granite countertops, a stylish tiled backsplash, 42” solid wood cabinetry, and a large island with plenty of breakfast bar seating. The full suite of stainless steel appliances makes this kitchen as functional as it is beautiful. The second level features plush carpeting throughout the bedrooms for ultimate comfort. The oversized Master Suite is a private sanctuary, complete with a massive walk-in closet and a spa-like en suite bathroom featuring a glass-enclosed shower, dual-sink vanity, and expansive cabinetry. Two additional well-appointed bedrooms share a second full bath, while the dedicated interior laundry closet adds a layer of daily convenience. (One or more photos have been virtually staged to show the potential of the space) Uniquely positioned with a spacious 2-car garage and a private paved driveway, this home easily accommodates multiple vehicles. The community of Aloma Trails provides a true "lock-and-leave" lifestyle with hassle-free lawn care and pristine common areas included in the HOA. Active lifestyles will thrive with the Cady Way Trail and Cross Seminole Trail just steps from your front door. For fitness buffs, Crunch Fitness is located directly across from the community entrance. Retail: 3 minutes to Walmart, Costco, and Publix. Education: Zoned for top-rated Seminole County Schools and minutes from UCF and Full Sail University. Entertainment: Short drive to the world-class dining and shopping of Park Avenue in Winter Park. Commute: Easy access to SR 417 puts you at the airport in 20 minutes or the beach in just 40! Don't miss your chance to own a piece of Winter Park luxury in a premier gated enclave.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)
Listing Agent: Gunel Aydamirli (407-907-7704)
1617 CHILEAN LN, WINTER PARK, FL 32792
$369,90099 Days on yellowkey MLS ID: O6373026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1359 Built: 1960 Tax: $3,432 (2024)Community: Eastbrook Sub Unit 05Single Family
Taxes:$3,432
Remarks: One or more photo(s) has been virtually staged. Back on the market and better than ever! New water heater and minor repairs addressed and ready for the new owner! Come see this newly renovated home in the Eastbrook neighborhood of Winter Park. Offering 3 bedrooms and 2 full baths it’s the perfect sanctuary for families and entertainers alike. You will enjoy the bright, airy feel of the open floor plan accentuated by the vaulted ceilings that flood the space with natural light. The stylish interior includes luxury vinyl plank flooring throughout, complemented by elegant tile in the bathrooms and laundry room. Relax in not one, but two generous living areas, perfect for family gatherings, entertaining or cozy nights in. Cook like a pro in your eat-in kitchen featuring brand new ENERGY STAR stainless steel appliances, ample cabinetry, and convenient carport access for effortless unloading. The generous backyard provides a private oasis for outdoor activities, barbecues, and gardening enthusiasts. Plus, the expansive driveway and two-car carport ensure plenty of parking for your guests. Recent upgrades include ceiling fans, blinds, fresh paint, stainless steel appliances, a newer roof (2017) and a well-maintained air conditioner (only 4 years old) ensuring peace of mind for years to come. Located in Seminole County, known for great schools and in a community with NO HOA fees, giving you the freedom to enjoy your space. Plus, you're just moments away from shopping, dining, and parks!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Brenda Feliciani (407-405-0931)
3207 LOWNDES DR, WINTER PARK, FL 32792
$485,00084 Days on yellowkey MLS ID: O6362285
REDUCED by $10,000 (2.0%) on 04/23/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 2028 Built: 1967 Tax: $4,172 (2024)Community: Georgetown EstatesSpa: NoSingle Family
Taxes:$4,172
Remarks: 3 bedrooms PLUS an office (or 4th bedroom) AND a "flex space". Easy access to all of Winter Park, UCF, and south Seminole County from this convenient, central location! If you've been searching for a spacious pool home with plenty of space for playing, entertaining, or even working from home -- you've found it here! When you walk in, you'll appreciate the intuitive flow of living space into the kitchen, with built-in eating space. Off of the kitchen, you'll find a bonus space (perfect for an office or home gym) as well as a large indoor laundry room/mudroom, and the converted garage which is ideal for a playroom or secondary living space. On the other side of the home, 2 secondary bedrooms, an oversized hall bathroom, and a primary with en suite bath. There are additional touches that go a long way, too, including the custom plantation shutters throughout the home and updated countertops in the kitchen. Much of your time will be spent in the backyard, enjoying a fenced in pool, screened porch, new custom shed (2025), and fully fenced yard with turf play area. Systems in the home have been well maintained: roof (2017), HVAC (2017), tankless gas water heater (2018), and brand new electrical updates (2026). The home was also re-plumbed in 2008.
Listing is courtesy of: MILLER GRANT AND COMPANY (407-399-6031)
Listing Agent: Courtney Pelfrey (407-454-0538)
1515 WINTER GREEN BLVD, WINTER PARK, FL 32792
$315,00050 Days on yellowkey MLS ID: O6384755
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1652 Built: 1984Monthly Fee: $188 Tax: $3,993 (2024)Community: Winter GreenTownhouse
Taxes:$3,993
Elementary School: English Estates Elementary
Remarks: Offering the comfort and feel of a single-family home with the convenience of townhome living, this beautifully maintained two-story residence features 3 bedrooms, 2.5 baths, and a private courtyard conveniently located in Winter Park. Sliding glass doors throughout the home fill the interior with natural light and create a seamless connection to your private outdoor courtyard. Inside, the spacious layout is complemented by low-maintenance tile flooring throughout and a cozy wood-burning fireplace, adding warmth and character to the main living area. The kitchen is well-appointed with granite countertops, stainless steel appliances, and a newer refrigerator, while the generously sized bedrooms provide comfortable retreats. The primary suite features two closets and an ensuite bath with dual sinks. Major system updates provide exceptional peace of mind, including a brand-new roof and HVAC system installed in January 2026, along with fresh exterior paint, newer gutters (approximately three years old), and a newer fence. The washer and dryer convey, making this home truly move-in ready. The community offers an exceptionally low HOA fee of under $200 per month, adding to the home’s overall value. Ideally located with easy access to Winter Park, Maitland, Full Sail University, UCF, Rollins College, and Valencia College, as well as nearby shopping, dining, and major roadways. With its spacious design, private outdoor space, and proven rental history, this property presents an outstanding opportunity as either a primary residence or investment. Reach out to schedule your private showing now!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Jill Healey (407-797-1420)
Please select an email frequency other than None since you have chosen for us to email you with changes that match your search.