Location: Winter Park , 32792
Do Not Show Listings
WINTER PARK, FL 32792
$440,00027 Days on yellowkey MLS ID: S5145631
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1296 Built: 1958 Tax: $4,968 (2025)Community: Winter Park EstatesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,968
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Beautifully updated 4-bedroom, 2-bath home in a premium Winter Park location with NO HOA and a spacious backyard. This home is currently in the final phase of renovation and has already undergone major upgrades, including remodeled bathrooms, updated kitchen, new flooring, upgraded electrical, and a newer roof. The interior has been thoughtfully modernized, offering a bright open layout ideal for comfortable living and entertaining. Seller is offering $20,000 toward remaining exterior improvements and future A/C replacement if desired; current A/C is functioning. An excellent opportunity for a buyer looking for a substantially renovated home with room to finalize a few exterior touches. Conveniently located near shopping, dining, schools, and major roadways. SELLER MOTIVATED!
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Arlenys Oviedo (786-803-4342)
1108 FAIRWAY DR, WINTER PARK, FL 32792
$725,00040 Days on yellowkey MLS ID: O6386266
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1677 Built: 1978 Tax: $6,713 (2024)Community: Golfside Sec 03Single Family
Taxes:$6,713
Elementary School: Brookshire Elem
High School: Winter Park High
Tax Year: 2024
Middle School: Glenridge Middle
Remarks: Offering WELL BELOW appraised value!! Buyer financing fell through, act quickly this one wont last long. In one of Winter Parks most sought after neighborhoods, take a look at this exceptional 3-bedroom, 2-bathroom pool home with an additional bonus space. Completely reimagined with a designer’s eye, this residence blends high-end aesthetic with the ultimate peace of mind—with a newer roof, A/C, and water heater. Step inside to a Sun-filled sanctuary featuring new luxury vinyl plank flooring and gorgeous tile. The heart of the home is the brand-new chef’s kitchen, featuring custom white oak wood cabinetry, rare Taj Mahal quartzite countertops, and elegant champagne bronze finishes throughout. The kitchen flows seamlessly into the living areas, where new tile work elevates the wet areas for a cohesive, upscale feel. Work from home in style in the dedicated bonus room, an ideal footprint for a private office or creative studio. This home features true functionally for a family to live in everyday. This one of a kind home features a custom in home laundry room, custom vanities, a fireplace made to enhance the homes aesthetic & custom doors through the entire home. Beyond the interior, your private Florida lifestyle awaits. Retreat to the expansive screened-in pool, patio and large backyard. Located just steps from the Winter Park Pines Golf Course and the scenic Cady Way Trail, this home offers more than just a renovation—it offers a lifestyle. Enjoy easy access to the clubhouse for dining, top-rated schools, and the vibrant culture of downtown Winter Park. With every detail thoughtfully curated and major systems already updated, this is the turnkey masterpiece you’ve been waiting for.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Rene Droz, Iii (407-484-8786)
2052 LEANNE CT, WINTER PARK, FL 32792
$456,00064 Days on yellowkey MLS ID: O6379323
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)
7336 FOREST HILL CT #240, WINTER PARK, FL 32792
$169,90040 Days on yellowkey MLS ID: O6386461
REDUCED by $10,000 (5.6%) on 04/08/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 990 Built: 1984Monthly Fee: $450 Tax: $2,899 (2025)Community: Hidden Oaks Condo Ph 12Condo
Taxes:$2,899
Remarks: Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained END unit is move in ready: two-story 2 Bedrooms 1.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this space. Just off the dining room you will find the kitchen and eat in kitchen area. Updated cabinetry, quartz counters, stainless steel appliances and tons of storage. The eat in kitchen space is highlighted with a decorative wall and sliders leading to your fully fenced private backyard space. Upstairs you will find hardwood flooring, two bedrooms and master bathroom with double vanity set and brown glass sink top in dark coffee. Hidden Oaks community features on-site security, community pool & fenced playground area. Near Full Sail, UCF, Valencia & Rollins College, with easy access to shopping, Winter Park schools, Medical Facilities, Downtown Orlando, Downtown Winter Park, FL-408, FL-417 and the airport. This wonderful unit has it all...the only thing missing is YOU!
Listing Agent: Steven Looper (321-662-3582)
736 WARRENTON RD, WINTER PARK, FL 32792
$300,000Listed 04/08/2026 3:28PM MLS ID: O6397291
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1320 Built: 1986Monthly Fee: $86 Tax: $4,378 (2025)Community: Winter Park Pines Patio HomesSpa: NoHalf Duplex
Taxes:$4,378
Elementary School: Aloma Elem
Remarks: One or more photo(s) has been virtually staged. Renovated 2 bedroom, 2 bathroom villa in a prime Winter Park location, ready for its next owner. Walk into a spacious, light and bright foyer with fresh interior paint and sliding doors that lead out to the patio, bringing in tons of natural light. The seller has removed all popcorn ceilings (a huge upgrade), and the property features laminate flooring throughout most of the main living areas. The main living space has vaulted ceilings and an open layout with room for both living and dining, and sliding glass doors leading out to the patio. The kitchen has been updated with new stainless steel appliances and new countertops, and offers a closet pantry along with a bay window that brightens the space. The primary suite is set toward the back of the home with high ceilings, its own sliding doors to the patio, a walk-in closet, and a renovated bathroom with a large walk-in shower. The split floor plan places the second bedroom near the front by the foyer, with a renovated full bathroom just next to it—great for guests or a home office. The backyard offers a blank canvas to create your own oasis, with a covered patio, a large screened porch, and a fully fenced private yard—hard to find with a villa! Additional highlights include a one-car garage with washer/dryer hookup, new light fixtures, and fresh interior paint. Located in the Winter Park Pines just minutes from iconic Park Avenue shopping and dining and downtown Winter Park. Across from Full Sail and a short drive to UCF. Call today to schedule your private showing!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Andrea Parra Chopite, Pa (407-515-0097)
901 ENCLAVE PL, WINTER PARK, FL 32792
$1,495,00019 Days on yellowkey MLS ID: O6383602
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2738 Built: 2026Monthly Fee: $247 Tax: $9,900 (2026)Community: The Enclave Winter ParkTownhouse
Taxes:$9,900
Elementary School: Lakemont Elem
Tax Year: 2026
Middle School: Maitland Middle
Remarks: Pre-Construction. To be built. Welcome to The Enclave at Winter Park—an exclusive collection of architecturally distinctive residences crafted by FG Schaub Custom Homes, blending timeless character with modern luxury. 901 Enclave Place (Lot1) is a thoughtfully designed courtyard home offering an elegant yet functional layout centered around private outdoor living. A charming covered front porch and welcoming foyer lead into an expansive open-concept gathering and dining space, seamlessly connected to a designer kitchen featuring a large center island, walk-in pantry, and effortless flow for entertaining. At the heart of the home, a covered lanai and courtyard create a true indoor-outdoor lifestyle—perfect for year-round enjoyment and intimate gatherings. The first-floor primary suite is a private retreat with a spacious walk-in closet and spa-inspired bath, complemented by a convenient powder bath and laundry/pantry area. Upstairs, you’ll find a well-appointed layout including an second primary suite with a luxurious bath and oversized closet, a additional bedroom, full bath, and a versatile gathering loft—ideal as a media room, office, or flex space. Designed with both comfort and sophistication in mind, this residence showcases clean architectural lines, abundant natural light, and carefully curated indoor and outdoor living spaces. Located within a boutique enclave of just a limited number of homes, residents will enjoy a serene setting surrounded by mature trees and thoughtfully designed community green space. Experience the best of Winter Park living with close proximity to renowned dining, shopping, and top-rated schools—all within one of the area’s most sought-after new communities. Design book is available upon request. Please inquire for details and customization options.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laura Earl (443-994-9441)
905 ENCLAVE PL, WINTER PARK, FL 32792
$1,495,00019 Days on yellowkey MLS ID: O6383679
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2756 Built: 2026Monthly Fee: $247 Tax: $9,900 (2026)Community: The Enclave Winter ParkTownhouse
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. Ideally located within walking distance to Park Avenue and historic Old Winter Park, this exclusive neighborhood blends timeless character with modern luxury. The courtyard homes at The Enclave offer a distinctive design centered around light, openness, and indoor-outdoor living. These four-bedroom residences feature thoughtfully designed floor plans with a first-floor primary suite and expansive living spaces that flow seamlessly to private outdoor areas. Large windows and two unique entry design options allow for abundant natural light, enhancing the open-concept layouts. Each home is finished with high-end selections, including Wolf and Sub-Zero appliances, high-performance double-pane windows, and elevated interior finishes throughout. Blending modern design with comfort and functionality, these homes provide a unique opportunity to enjoy a private courtyard lifestyle in one of Winter Park’s most desirable locations. Design book is available upon request. Please inquire for details and customization options.
Listing Agent: Matthew Burks (407-257-5347)
4190 BEAR GULLY RD, WINTER PARK, FL 32792
$524,90092 Days on yellowkey MLS ID: O6371014
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2058 Built: 2003Monthly Fee: $52 Tax: $5,630 (2024)Community: Bear Gully ForestSingle Family
Taxes:$5,630
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Spacious Winter Park home on over a half acre with no rear neighbors!. In Bear Gully Forest community and has over 2,000 s/f- with a Living Room, Dining Room, Eat-in Kitchen and more. The home's fully-equipped kitchen has excellent cabinet space and appliances that include a stove, microwave, and dishwasher. An inside laundry room has a washer/dryer combination for your convenience. Bedroom with 1/2 bath upstairs. Roof new in 2018 with a 10 year full warranty.
Listing is courtesy of: ADVANCE REALTY & MANAGEMENT LLC (407-901-3636)
Listing Agent: Craig Swetnam (407-802-0405)
5180 LAZY OAKS DR #5180, WINTER PARK, FL 32792
$290,0007 Days on yellowkey MLS ID: O6395367
0 Days Off yellowkey (back on 4/8/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1984Monthly Fee: $277 Tax: $1,746 (2024)Community: Lazy Oaks CondoCondo
Taxes:$1,746
Remarks: Welcome to your Florida retreat. Whether you’re searching for the perfect first home or looking to downsize into a low-maintenance lifestyle, this single-story end-unit villa offers the ideal blend of comfort, convenience, and charm. With only one shared wall, it lives and feels like a single-family home. The HOA handles all exterior maintenance—including the roof, which was replaced just a few years ago—keeping your upkeep minimal and your insurance costs impressively low. The seller has lovingly maintained this home for nearly a decade and completed a long list of high-quality updates, including: - Glass sliders replaced in 2018 - Water heater replaced in 2019 - AC replaced in 2024 - Garage door replaced in 2024 - Front entry storm door added in 2024 - All kitchen appliances replaced within the last 5 years If that’s not pride of ownership, what is? Inside, the kitchen features newer cabinets, quartz countertops, and updated lighting throughout the home. The seller also transformed the back patio into a screened-in oasis—your own private Florida getaway perfect for morning coffee or evening relaxation. Location is another major highlight. Situated in prestigious Winter Park and zoned for some of Seminole County’s top-rated schools, this home offers unbeatable convenience. You’re just minutes from major highways, shopping, dining, and everything Central Florida has to offer. Schedule your showing today and experience all the beautiful features this home provides.
Listing Agent: Farzana Zalil (407-617-3258)
4768 TANGERINE AVE #4768, WINTER PARK, FL 32792
$185,00043 Days on yellowkey MLS ID: S5144503
REDUCED by $9,900 (5.1%) on 04/08/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1973Monthly Fee: $280 Tax: $1,479 (2024)Community: Wrenwood CondoCondo
Taxes:$1,479
Remarks: Stunning renovated 1-bedroom in Winter Park! Enjoy all-new flooring, fresh paint, knockdown ceilings, and a sleek bath and kitchen with new cabinets and stainless appliances. Community was freshly painted and roads repaved in 2025. Prime location near top dining, shopping, and parks. Move-in ready perfection!
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Christopher Franqui (347-703-7008)
1174 WILDMEADOW RUN, WINTER PARK, FL 32792
$669,9008 Days on yellowkey MLS ID: O6394974
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1770 Built: 2021Monthly Fee: $150 Tax: $6,672 (2025)Community: Hawks CrestSingle Family
Taxes:$6,672
Remarks: Welcome to 1174 Wildmeadow Run in Winter Park’s gated Hawk’s Crest community. Located on a quiet, non-thru street, this SINGLE-STORY residence offers modern construction, refined finishes, and a comfortable, well-designed layout in the heart of Winter Park. Built in 2021, the home was thoughtfully planned for everyday living and easy entertaining. The open-concept design feels light and welcoming, featuring WOOD-LOOK TILE FLOORING, crown molding, recessed lighting, CUSTOM PLANTATION SHUTTERS, and ENERGY-EFFICIENT DOUBLE-PANE WINDOWS throughout the main living areas. At the center of the home, the kitchen is both functional and inviting, offering quartz countertops, stainless steel appliances, white cabinetry with crown molding, a custom backsplash, a PREP ISLAND, and a SECOND LARGE ISLAND WITH SEATING that naturally draws people together in the living and dining spaces. Just off the main living area, a FRENCH-DOOR FLEX ROOM provides a quiet, flexible space that works beautifully as a formal dining room, home office, or additional living area. The primary suite is positioned for privacy and offers a relaxing retreat with a TRAY CEILING, generous walk-in closet, and a well-appointed en-suite bath featuring a dual-sink quartz vanity, upgraded cabinetry, and a GLASS-ENCLOSED WALK-IN SHOWER. Two additional bedrooms are well positioned in this split plan and share a FULL BATHROOM WITH A TUB AND SHOWER COMBINATION and a QUARTZ VANITY, while a SEPARATE HALF BATH WITH PEDESTAL SINK is conveniently located for guest use. A TRIPLE SLIDING GLASS DOOR opens from the main living area to a COVERED REAR LANAI overlooking a FULLY FENCED BACKYARD with room to accommodate a FUTURE POOL, creating an easy indoor-outdoor connection that’s ideal for morning coffee, relaxed evenings, or casual gatherings. Additional features include a two-car garage with built-in storage, BRICK PAVER DRIVEWAY, TERRACOTTA TILE ROOF, GUTTERS, smart-home and security pre-wiring, and an HVAC SYSTEM WITH AN UPGRADED IONIZATION FEATURE DESIGNED TO HELP PURIFY THE AIR. Hawk’s Crest is a gated community known for its RESORT-STYLE AMENITIES, including a lakeside pool, fitness center, clubhouse, splash pad, playgrounds, walking trails, BBQ areas, and SCENIC COMMUNITY DOCKS AND BOARDWALKS. Lawn care and landscaping are included. Ideally located near Winter Park dining, shopping, and everyday conveniences. AVAILABLE FOR PRIVATE SHOWINGS.
Listing is courtesy of: COLDWELL BANKER REALTY (407-696-8000)
Listing Agent: Kara Lushear (321-663-5550)
906 ENCLAVE PL, WINTER PARK, FL 32792
$1,925,00019 Days on yellowkey MLS ID: O6383092
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3618 Built: 2026Monthly Fee: $372 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. Please inquire for details and customization options.
914 ENCLAVE PL, WINTER PARK, FL 32792
$1,895,00019 Days on yellowkey MLS ID: O6391825
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3617 Built: 2026Monthly Fee: $372 Tax: $10,000 (2025)Community: The Enclave Winter ParkSingle Family
Taxes:$10,000
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create a elevated yet livable environment, all set within a beautifully landscaped and private setting. Please inquire for details and customization options.
7393 GRAND AVE, WINTER PARK, FL 32792
$200,0001 Day on yellowkey MLS ID: S5147029
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.
Listing is courtesy of: DREAM HOME REALTY GROUP AND ASSOCIATES LLC (407-504-7282)
Listing Agent: Latisha Smith (407-504-7282)
3312 HEARTWOOD AVE, WINTER PARK, FL 32792
$465,000172 Days on yellowkey MLS ID: O6352582
REDUCED by $19,000 (3.9%) on 04/08/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2878 Built: 1983 Tax: $2,183 (2025)Community: Bel-Aire PinesSpa: NoSingle Family
Taxes:$2,183
Remarks: One or more photo(s) has been virtually staged. A family home with a private entrance to a large In-Law suite upstairs and private entrance to spacious downstairs living. The downstairs has three (3) bedrooms and two (2) baths on a split floor plan with plenty of room to entertain. This home is move-in ready and recently had a new roof installed which comes with a five (5) year warranty which covers all repairs and is transferrable. All systems in this home have been lovingly maintained for the next owner. No repairs needed. The yard is completely fenced in for safety and has flower beds already installed if gardening is your thing, along with a storage shed and irrigation system for the front yard. Come take a look! PLEASE SHUT OFF LIGHTS AND FANS WHEN SHOWING IS COMPLETE and END SHOWING IN SENTRILOCK.
Listing is courtesy of: MID-STATE PROPERTIES PSL LLC (561-843-9537)
Listing Agent: Stacy Morano (561-843-9537)
1367 TIERRA CIR, WINTER PARK, FL 32792
$424,90078 Days on yellowkey MLS ID: O6375221
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2083 Built: 1969 Tax: $4,948 (2024)Community: Casa AlomaSingle Family
Taxes:$4,948
Elementary School: English Estates Elementary
Remarks: Located in the highly desirable Casa Aloma neighborhood of Winter Park, this updated 3-bedroom, 2-bath, 2,083 sq ft home offers Spanish architectural combined with thoughtful modern improvements. Built in 1969, the home features concrete block construction on a concrete foundation, providing durability and peace of mind. Situated on a corner lot with updated landscaping, the property offers excellent curb appeal and outdoor functionality. Inside, the home has seen numerous recent updates, including new quartz kitchen countertops (2025), updated bathrooms, and updated walls and flooring throughout. The bonus room provides flexibility for an additional bedroom, home office, or secondary living area. Major system improvements include PEX plumbing, electrical updates completed in 2008, and a metal roof installed in 2010 over 1x12 tongue-and-groove decking, offering exceptional strength and longevity. The home is protected by an active termite bond, with Sentricon installed in 2025. The backyard is highlighted by a 15’ x 30’ inground pool, a new vinyl fence (2023), and a five-zone inground sprinkler system with a separate water meter and programmable timer. The property is located in Flood Zone X (no flood insurance required) and has no HOA. Enjoy an excellent location known for top-rated schools and just minutes from AdventHealth, Full Sail University, FL-436, and an abundance of shopping and dining options. The home is currently rented on a month-to-month lease at $2,000/month with a long-term tenant who has indicated a willingness to enter into a new lease. Do not miss the opportunity to purchase a well-maintained home with proven rental income and long-term investment potential.
Listing is courtesy of: SOUTHERN LAND & HOMES (850-973-2200)
Listing Agent: Benjamin Jones (850-673-7888)
1369 BLUE STEM LN, WINTER PARK, FL 32792
$825,0001 Day on yellowkey MLS ID: O6396971
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2589 Built: 2021Monthly Fee: $413 Tax: $6,074 (2024)Community: Landings At Hawks CrestSingle Family
Taxes:$6,074
Remarks: Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer featuring soaring ceilings of nearly 20 feet, creating an impressive and light-filled living space. The open layout seamlessly connects the main living areas, ideal for entertaining and family gatherings. This thoughtfully designed home features 4 spacious bedrooms and 3.5 bathrooms, including dual primary suites—one conveniently located on the main level and another upstairs—providing flexibility for multi-generational living or guest accommodations. A dedicated private office on the first floor offers the perfect work-from-home environment. Step outside to a beautifully maintained backyard with premium artificial turf, fully fenced for privacy, and a screened rear patio—perfect for relaxing or enjoying Florida’s outdoor lifestyle year-round. Extensively upgraded throughout, the home showcases high-quality finishes with no carpet—featuring elegant flooring and tile across all living areas, along with a solid wood staircase that adds warmth and sophistication. The garage is equally well-appointed with a premium epoxy-coated floor, offering both durability and a clean, polished look. Energy efficiency is a standout feature of this home, equipped with a tankless water heater for on-demand hot water and reduced energy consumption, as well as solar panels that help significantly lower utility costs. This is a rare opportunity to own a meticulously upgraded home in a prime Winter Park location—ideal as a primary residence or a high-potential investment property.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
4923 N MAGNOLIA AVE, WINTER PARK, FL 32792
$390,0001 Day on yellowkey MLS ID: O6396378
0 Days Off yellowkey (back on 4/7/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1559 Built: 1953 Tax: $2,479 (2025)Community: Suburban HomesSingle Family
Taxes:$2,479
Remarks: Charming MOVE-IN Ready Solid Block 3 bedroom, 2 bath Winter Park home. This home features updated kitchen and baths, newer flooring, newer Roof- 2021, Water heater-2023, AC-2016. The home has been re-plumbed and offers newer windows-2018. Beautiful Tongue-N-Grove Woodwork covers the ceiling & walls Bonus room/Den. The home offers a split floor plan and is constructed with plaster walls, its solid and energy efficient. The home is zoned for Top-Rated, sought after Winter Park High School, Maitland Middle and Lakemont Elementary. The very best location. This one won't last long..............
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Darlene Chance (407-247-2307)
200 SAINT ANDREWS BLVD #2901, WINTER PARK, FL 32792
$225,0006 Days on yellowkey MLS ID: O6395720
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
Remarks: 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)
1127 WILDMEADOW RUN, WINTER PARK, FL 32792
$675,000126 Days on yellowkey MLS ID: O6364368
0 Days Off yellowkey (back on 3/19/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2020Monthly Fee: $243 Tax: $6,882 (2024)Community: Meadows At Hawks CrestSingle Family
Taxes:$6,882
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. This is not just a listing—it is the rare, fully-curated luxury opportunity you’ve been waiting for inside Winter Park’s security-gated Hawks Crest community. This 4-Bedroom, 2.5-Bathroom Taylor Morrison home, built just 5 years ago, professionally cleaned and has been elevated by a recent $20,000+ DESIGNER transformation, making it superior to any comparable new construction. We've handled every high-end detail; you simply move in. The curb appeal is instant, featuring freshly trimmed landscaping, a paver driveway and tile roof for longevity. The interior is pure sophistication. The open-concept living area boasts architectural drama, highlighted by stunning, custom-made 18-FOOT CURTAIN DRAPES (a $5,000 investment) that accentuate the room's height. The kitchen is a chef’s dream, centered around the cutting-edge Samsung BESPOKE refrigerator, complemented by refined cabinetry hardware and brand-new, premium plumbing fixtures. Your HOA DUES COVER FITNESS CENTER, POOL, DOCK, CLUBHOUSE, AND FULL LAWN MAINTENANCE, ensuring a low-maintenance, turn-key experience from day one. Every space radiates quality: the new Designer LIGHTING PACKAGE creates the perfect ambiance throughout, while all baths are appointed with sleek contemporary mirrors and modern accents, including a premium Kohler toilet in the Master Suite. Functionality is also premium, featuring a newly installed, $7,000 value of top-quality exterior GUTTERS for superior drainage and protection. Step outside to your private, beautifully constructed enclosed outdoor sanctuary, offering comfortable, year-round enjoyment. The location is unparalleled: less than a short distance from Park Maitland Preschool, Kelly’s Ice Cream, and Foxtail Coffee right at the community entrance. You are moments from everything: 15 minutes to Park Avenue and rapid access to Orlando's best. It is also perfectly positioned for easy access to world-class entertainment, being just 40 minutes from Walt Disney World and Universal's Epic Studios. This is the chance to secure a truly turn-key, designer-finished home in Winter Park, positioned to sell immediately. With a level of finish this immaculate and demand this high. If you want this home, tell your agent to secure your time slot immediately.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Christopher Beverly (407-394-7424)
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