Location: Winter Park
Keyword(s): Winter Park High
Keyword(s) High School: Winter Park High
Do Not Show Listings
1760 VIA VENETIA, WINTER PARK, FL 32789
$4,650,00021 Days on yellowkey MLS ID: O6391840
Bed: 4 Bath: 6.5 Gar: 3 Liv Area Sq Ft: 6242 Built: 2013 Tax: $29,537 (2025)Community: Sicilian Shores Rep 02Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$29,537
Elementary School: Dommerich Elem
High School: Winter Park High
Tax Year: 2025
Middle School: Maitland Middle
Remarks: Presenting an extraordinary southern traditional estate in the heart of the coveted Vias of Winter Park, a residence that effortlessly blends timeless architecture with exceptional craftsmanship. This stunning home, designed by acclaimed architect Gary Hancock, made its debut as the Southeast Builder’s Conference Showhouse for two consecutive years, a testament to its design and quality. From the moment you arrive, the home’s presence is both elegant and inviting. A circular drive leads to a charming porte-cochère and an extended driveway, culminating in a three-car garage. The façade is defined by classic columns, a welcoming second-floor balcony, and eleven glowing Bevolo gas lanterns from New Orleans, while nineteen matching electric lanterns illuminate the backyard, casting a warm, timeless ambiance across the property. Inside, every detail tells a story. Reclaimed Chinese Elm wood floors, rich with character and history, flow throughout the main living spaces, perfectly complemented by soaring ceilings adorned with striking wood beams. The kitchen is both a showpiece and a workspace, outfitted with premium Thermador appliances, including a six-burner range, steam oven, warming drawer and dual integrated refrigerators. Antique ceiling tiles form a distinctive backsplash, while custom cabinetry with replicated antique float glass adds a layer of understated sophistication. A hidden walk-in pantry enhances both form and function. The kitchen opens into a grand great room anchored by a fireplace and custom built-ins, creating an ideal setting for both everyday living and entertaining. Beyond, a versatile billiards room shares a dramatic two-sided fireplace and features a full wet bar, wine refrigeration, dishwasher and an adjacent full bath, perfectly suited as a pool bath. The dining room, framed by French doors, offers serene views of the covered lanai and lush backyard. The first-floor primary suite is a private retreat designed for comfort and convenience. A fireplace anchors the space, while thoughtful amenities include a private laundry room, custom walk-in closet and a well-appointed wet bar with leathered granite counters, a Thermador fridge and a dishwasher. The primary bath serves as the main spa-like experience, featuring a marble walk-in shower, a soaking tub, and dual vanities. A second, separate full bath within the suite provides additional functionality. Upstairs, accessible by a sweeping curved staircase or elevator, you’ll find three generously sized ensuite bedrooms and a bonus room complete with a wet bar and access to the rear covered balcony while two bedrooms have access to the front covered balcony, perfect for enjoying morning light or evening breezes. A third-floor retreat, currently used as a playroom, offers endless possibilities for a home office or studio. Outdoor living is equally compelling, with a large, covered lanai overlooking a resort-style pool and expansive backyard designed for relaxation and entertaining. Ideally just minutes from the boutiques and dining of Park Avenue and within walking or biking distance to the Winter Park Racquet Club, this exceptional home is set among the tree-lined streets and distinguished estates that define the Vias, one of Winter Park’s most sought-after neighborhoods. A rare offering where classic elegance, thoughtful design and modern livability come together beautifully.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Mick Night (407-629-4446)
200 SAINT ANDREWS BLVD #315, WINTER PARK, FL 32792
$169,00063 Days on yellowkey MLS ID: V4947283
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 793 Built: 1970Monthly Fee: $451 Tax: $873 (2024)Community: Four Seasons CondoCondo
Taxes:$873
Elementary School: Brookshire Elem
Tax Year: 2024
Middle School: Glenridge Middle
Remarks: One or more photo(s) has been virtually staged. Experience elevated living in this beautifully appointed 1-bedroom, 1-bath residence located on the second floor in the heart of Winter Park, Florida. The home showcases elegant wood-look tile flooring throughout, creating a seamless, upscale aesthetic with both style and durability. The primary bedroom is enhanced with classic plantation shutters, offering timeless sophistication, privacy, and beautiful natural light control. Step onto your private balcony overlooking the resort-style pool, providing a serene backdrop for morning coffee or evening relaxation. Designed for modern convenience, the residence includes a private in-unit washer and dryer, elevating everyday comfort. Perfectly positioned just minutes from Park Avenue, enjoy immediate access to Winter Park’s renowned cafés, fine dining, boutique shopping, and cultural attractions, as well as close proximity to Rollins College. This refined condo seamlessly blends luxury, lifestyle, and location, making it an exceptional opportunity in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: RE/MAX ADVANTAGE (386-846-1515)
Listing Agent: Eric Zimmerman (386-846-1515)
7471 CANFORD CT #19, WINTER PARK, FL 32792
$199,000190 Days on yellowkey MLS ID: G5103114
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1393 Built: 1974 Tax: $2,750 (2024)Community: Whisperwood CondoCondo
Taxes:$2,750
Elementary School: Cheney Elem
Remarks: This 2 bedroom, 1.5 bathroom condo features a townhome style layout with spacious living areas. Recent enhancements include the removal of dated laminate to reveal ceramic tile flooring throughout the main level, installation of stylish luxury vinyl plank on the upper level, new carpeting on the staircase and landing, and a full interior repaint. In addition, the sliding glass doors were professionally serviced, including roller replacement, track repairs, and installation of new locks to ensure smooth, secure operation. Deluxe vinyl fencing was installed throughout the community by the HOA replacing the older wooden fencing. The fencing was replaced with the vinyl after the listing photos were taken, please view the video to see the replacement vinyl fencing. Enjoy convenient features including an in-unit washer and dryer combo, storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens to a large screened-in balcony. Ideally located just 15 minutes or less to UCF, Rollins College, Valencia East, and Full Sail University, and only 20 minutes to Orlando International Airport. Whether you’re a first-time home buyer, student, investor, or looking to make your move into Winter Park, this home offers affordability, convenience, and plenty of potential!
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Karen Salter (352-227-0451)
1340 PLACE PICARDY, WINTER PARK, FL 32789
$1,599,00064 Days on yellowkey MLS ID: O6382113
3 Days Off yellowkey (back on 3/30/2026)
Bed: 3 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3459 Built: 1997 Tax: $7,515 (2025)Community: FontainebleauSingle Family
Taxes:$7,515
Remarks: Under contract-accepting backup offers. Set on an oversized 1/3-acre lot in the heart of Winter Park, this one-owner home was custom built in 1997 and has been meticulously maintained ever since. Solid block construction, timeless stone accents, and mature landscaping give it great curb appeal from the moment you arrive. Step inside to a spacious foyer with hardwood floors that carry through most of the main living areas. To the right, the living room features built-in shelving and a bay window that fills the space with natural light. It flows into the formal dining room, also with hardwood floors, plantation shutters, and plenty of room to host. A conveniently located powder bath serves this side of the home. To the left is the heart of the house - a generously sized kitchen with abundant white cabinetry, stone countertops, a center island, double ovens, a built-in pantry with pull-out storage, and a breakfast bar. The separate eat-in area overlooks the backyard and opens to the screened porch through French doors. The kitchen connects to a large family room with coffered ceilings, a gas fireplace, built-ins, and additional French doors leading outside. The home offers a three-way split floor plan for privacy. The primary suite sits on its own wing and is very spacious, featuring crown molding, a bay window, and French doors to the patio. The en-suite bath includes double vanities, large "His & Hers" walk-in closets with custom closet systems, a soaking tub, separate shower, and private water closet. On the opposite side of the home, you’ll find a generously sized secondary bedroom with its own en-suite bathroom and walk-in closet. Toward the back of the house is a third bedroom with a built-in desk, French doors to the exterior, and an en-suite Jack-and-Jill bath that also serves the family room. The first floor also includes an indoor laundry room with ample cabinetry and a utility sink. Upstairs, a huge bonus room offers incredible flexibility - game room, media room, office, or potential fourth bedroom. There is also space to add a bathroom if desired. Out back, a large screened porch with high ceilings overlooks a peaceful, lushly landscaped yard with plenty of room to enjoy Florida living. Additional features include plantation shutters throughout, a spacious two-car garage, and an unbeatable location just minutes from Park Avenue’s shopping and dining. Zoned for highly rated Dommerich Elementary, Maitland Middle, and Winter Park High. Call today to schedule your private showing!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Maria Van Warner (407-256-8066)
184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789
$314,00069 Days on yellowkey MLS ID: O6380753
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1133 Built: 1985Monthly Fee: $310 Tax: $2,915 (2025)Community: Sandlewood Creek Condo Ph 10Condo
Taxes:$2,915
Remarks: Located in the heart of Winter Park, this beautifully fully renovated 2-bedroom, 2.5-bath condominium: New Roof, New Hot Water Heater, New Plumbing, New Maytag Washer & Drier offers the perfect blend of modern design and walkable lifestyle. The open-concept floor plan creates a bright and airy living space ideal for both everyday living and entertaining. The completely updated kitchen features all-new appliances, contemporary finishes, and seamless flow into the dining and living areas. Both bedrooms are generously sized and include private en-suite bathrooms, providing comfort and privacy, while the additional half bath is perfect for guests. Every detail has been thoughtfully updated, making this home truly move-in ready. Enjoy being just minutes from the acclaimed restaurants, shops, and cafés along Park Avenue, with easy access to parks, recreation, and the charm that defines Winter Park living. The property is zoned for highly regarded Dommerich Elementary School and Winter Park High School, making it an excellent option for both homeowners and investors.
Listing is courtesy of: NOELKE REALTY (407-607-7166)
Listing Agent: Tom Noelke (407-607-7166)
1760 ALABAMA DR, WINTER PARK, FL 32789
$2,298,00044 Days on yellowkey MLS ID: O6386409
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2841 Built: 1971 Tax: $16,368 (2025)Community: J Kronenberger SubSingle Family
Taxes:$16,368
Elementary School: Lakemont Elem
Remarks: Welcome to 1760 Alabama Drive, a striking mid-century residence where architectural character, thoughtful modernization, and exceptional livability come together in one of Winter Park’s most desirable neighborhoods. Spanning 2,841 square feet, this distinctive home celebrates authentic mid-century design with clean lines, intentional geometry, and expansive walls of glass that bring the outdoors in. Natural light pours through oversized windows throughout the home, while dramatic 20 foot hedges on both sides create a rare sense of privacy. The result is a space that feels bright, open, and connected to nature while remaining remarkably secluded. At the heart of the home is an extraordinary chef’s kitchen designed for anyone who truly love to cook. Completely custom cabinetry is paired with restaurant quality appliances to create a culinary workspace that rivals professional kitchens. This is not decorative luxury, it is functional craftsmanship. Every detail has been considered to support both serious cooking and effortless entertaining, with the kitchen flowing naturally into the home’s main living areas and gathering spaces. The home offers four bedrooms and two and a half baths, including an impressively scaled primary suite that serves as a private retreat within the home. One of the most memorable spaces is the massive great room anchored by a functional fireplace. Currently styled as a study and office, the room offers incredible flexibility and architectural presence, equally suited as a dramatic living room or central gathering space. Outdoor living is just as compelling. The backyard is designed for entertaining at scale, centered around a fully realized outdoor gourmet kitchen and generous gathering area built for long dinners, celebrations, and relaxed evenings under the Florida sky. A private rear driveway and two car garage provide convenience and privacy rarely found in this part of Winter Park. And then there is the location. 1760 Alabama Drive sits within Winter Park’s coveted Golden Triangle, known locally as The Vias, just steps from Kraft Azalea Park and moments from the Chain of Lakes lifestyle. Tree lined streets, lakefront sunsets, and one of the area’s most respected racquet clubs are all part of the daily rhythm here. In a market where location ultimately drives long term value, this address delivers something rare: architectural distinction, extraordinary privacy, and immediate access to some of Winter Park’s most treasured spaces. This address is not just a location, it’s a strategic position.
Listing is courtesy of: DAILLAND REAL ESTATE (407-666-7860)
Listing Agent: Brian Ruth (407-881-8185)
3262 OAK LAKE PL #139, WINTER PARK, FL 32792
$169,00063 Days on yellowkey MLS ID: O6382548
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984 Tax: $2,034 (2024)Community: Hidden Oaks Condo Ph 08Townhouse
Taxes:$2,034
Elementary School: Aloma Elem
Remarks: One or more photo(s) has been virtually staged. Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Listing is courtesy of: FLORIDA PRESTIGIOUS HOMES INC (754-246-2070)
Listing Agent: Ian Trumbach (754-246-2070)
2708 LION HEART RD, WINTER PARK, FL 32792
$629,50044 Days on yellowkey MLS ID: O6387685
REDUCED by $5,000 (0.8%) on 04/02/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1785 Built: 1963 Tax: $7,007 (2024)Community: Winter Park Pines RepSingle Family
Taxes:$7,007
Remarks: Welcome to 2708 Lion Heart Rd, where timeless charm meets modern elegance in the heart of Winter Park. This beautifully reimagined home has been thoughtfully renovated from top to bottom, offering a seamless blend of style, comfort, and functionality. Step inside to discover brand-new luxury vinyl plank flooring flowing throughout, creating a warm and cohesive feel in every room. The stunning two-tone kitchen is a true centerpiece, featuring sleek quartz countertops, contemporary finishes, and new appliances to be installed at closing—perfect for both everyday living and entertaining. The upgrades continue in the fully renovated bathrooms, where carefully selected color palettes and high-quality finishes provide a fresh, sophisticated look designed to stand the test of time. Every detail of this home has been meticulously considered, leaving no space untouched. Outdoors, enjoy your private oasis with a newly resurfaced pool—ideal for relaxing weekends or hosting gatherings year-round in Florida’s sunshine. This move-in-ready gem offers the perfect opportunity to own a like-new home in a highly desirable location. Come experience the beauty, quality, and lifestyle that 2708 Lion Heart Rd has to offer—your dream home awaits.
Listing is courtesy of: EQUITYPRO LLC (407-203-6860)
Listing Agent: Navid Rokh (321-900-5977)
1602 ALABAMA DR #403, WINTER PARK, FL 32789
$1,195,00093 Days on yellowkey MLS ID: O6373348
1 Days Off yellowkey (back on 4/2/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1402 Built: 1921Monthly Fee: $1,600 Tax: $8,315 (2025)Community: Alabama CondoCondo
Taxes:$8,315
Remarks: Perched on the top floor in the heart of Winter Park, this luxury, open-concept residence offers a rare blend of elevated design and everyday ease. Enjoy the peace of no neighbors above, plus the privacy, security, and lock-and-leave convenience that only condo living can provide without sacrificing space, light, or lifestyle. The Alabama delivers a rare Winter Park combo of modern living and historic soul. This home has views and access to Lake Maitland and the Winter Park Chain of Lakes. The unit was completely renovated in 2020 by Zoltan Custom Homes, and all of the designer finishes were done with intention. Engineered wood flooring runs throughout, setting a warm, modern tone that pairs beautifully with the clean architectural lines. The chef's kitchen anchors the space with a soap stone waterfall island, custom white oak cabinetry, and Thermador appliances, creating a seamless flow to the living area. There are Sonos speakers featured in the ceiling throughout the unit. This space was meant for both everyday living and entertaining. Natural light pours in, allowing you to soak in the beautiful lake views. Sunsets in this condo are a true dream. The primary suite offers a retreat-like setting with a large walk-in closet and a spa-like bathroom featuring elegant marble finishes, porcelain flooring, and a free-standing tub. The secondary bedroom has been intelligently designed as a convertible office with a built-in Murphy bed and a closet featuring built-ins and great storage. This room can be suitable for full-time living, a dedicated office, or a wonderful guest room. Every detail has been thought out for functionality and aesthetic design. Located just steps from Kraft Azalea Gardens and Park Avenue, with access to the Winter Park Chain of Lakes, creating the perfect lifestyle. Only one boat slip is available at this time and is on first come first serve basis...The windows have all been restored in keeping with the historic building, but the seller added "Indow Window" inserts for quiet and energy efficiency.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Matthew Burks (407-257-5347)
758 WARRENTON RD, WINTER PARK, FL 32792
$318,98516 Days on yellowkey MLS ID: O6395298
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1196 Built: 1988Monthly Fee: $86 Tax: $3,689 (2025)Community: Winter Park Pines Patio HomesHalf Duplex
Taxes:$3,689
Remarks: Tucked away on a quiet cul-de-sac in highly sought-after Winter Park, this beautifully updated three bedroom, two bathroom duplex offers the perfect blend of comfort, style, and location—just steps from Winter Park Pines Golf Club. Once inside you discover open living spaces featuring warm wood flooring throughout the living areas and bedrooms, complemented by vaulted ceilings in the main areas and ceiling fans that enhance the home’s airy feel. The brand-new kitchen has tile flooring and is not only functional, but beautiful showcasing classic shaker cabinets, sleek quartz countertops, and stainless steel appliances—perfect for both everyday living and entertaining. There are three nice sized bedrooms, all with large closets. The primary bedroom features sliding glass doors that lead directly to the large backyard and open patio. Both bathrooms have been renovated with modern finishes, including new vanities, countertops, tub/showers, plus durable and stylish luxury vinyl plank flooring. Situated on a generously sized corner lot, the property offers plenty of outdoor space to enjoy, along with a charming paver front patio and the convenience of a one-car garage with opener. You will love the privacy of this end unit on the quiet cul-de-sac. Enjoy the ease of walking to nearby schools and being just moments from golf, shopping, dining, and all that Winter Park has to offer. With low HOA dues and located in a top-rated school district, this is an incredible opportunity in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: SUN PROPERTIES, INC. (407-645-5700)
Listing Agent: Andrew Musashe (407-645-5700)
770 W WEBSTER AVE, WINTER PARK, FL 32789
$725,000288 Days on yellowkey MLS ID: O6323574
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1008 Built: 1967 Tax: $4,856 (2024)Community: Capens AddSingle Family
Taxes:$4,856
Remarks: Stop the car! Develop your dream project on this hard to find R-3 lot! Adjacent 75x100 R-3 vacant lot (TAX ID 06-22-30-1168-02-023) on the south side to be purchased simultaneously, for a total of 75x200 or 15,000sq/ft. Next to the proposed Winter Park Commons project, walk to Winter Park Village, Hannibal Square, WP9 and Park Ave for top shopping, dining and entertainment. Don’t miss this unique opportunity! PROPERTY SOLD AS-IS. VALUE IS IN THE LAND. NO REPAIRS.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Lisa Gould (407-721-7612)
1630 ELM AVE, WINTER PARK, FL 32789
$2,385,00032 Days on yellowkey MLS ID: O6388606
0 Days Off yellowkey (back on 4/1/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3408 Built: 2026 Tax: $1,673 (2024)Community: Temple EstatesSingle Family
Taxes:$1,673
Remarks: Under contract-accepting backup offers. Under Construction. In the heart of Winter Parks highly coveted Tree Streets, where quiet tree-lined roads and timeless charm define the neighborhood, this stunning new construction by LUIH Homes offers a refined blend of modern architecture. The home immediately captivates with its bold contemporary façade and thoughtfully designed floor plan. Inside, elegant living spaces unfold intentionally, beginning with a sophisticated dining room accented by a custom wine bar and wine cooler. The main living room serves as a dramatic focal point of the home, featuring a stunning statement accent wall anchored by a sleek electric fireplace. At the heart of the residence, the chef's kitchen is designed to impress. Outfitted with Calacatta quartz countertops, custom cabinetry, a hidden walk-in pantry, and a full suite of Thermador appliances, the space delivers both performance and beauty. The first-floor primary suite is a true private retreat, thoughtfully positioned for comfort and tranquility. Generous in scale, it features a spa-inspired bathroom with a freestanding soaking tub, dual vanities, an expansive walk-in shower, and a large custom walk-in closet designed for both style and functionality. Also located on the first floor is an additional guest bedroom, providing flexibility for visitors, multi-generational living, or a private office. Upstairs, a spacious loft offers an additional living area perfect for relaxing or gathering, while a cleverly designed hidden homework room adds a unique and practical touch ideal for work or study. Three additional bedrooms complete the upper level, each offering generous proportions and beautifully finished spaces. Outdoors, the home transitions into a private backyard retreat designed for year-round Florida living. A covered lanai with a fully equipped summer kitchen, complete with grill and sink, sets the stage for effortless outdoor entertaining. The expansive backyard features a resort-style pool and spa, surrounded by ample space for lounging, dining, and enjoying the serene setting. The location further elevates this exceptional residence. Nestled within Winter Park's beloved Tree Streets, the home offers the rare combination of quiet neighborhood charm with incredible convenience, just a short walk to Phelps Park, The YMCA, and only minutes from the boutiques, dining, and vibrant lifestyle of Park Avenue. Don't miss this rare opportunity to own a home that truly has it all.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
837 APPALACHEE AVE, WINTER PARK, FL 32792
$439,00021 Days on yellowkey MLS ID: O6393151
1 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1771 Built: 1968 Tax: $6,834 (2025)Community: Winter Park ForestSingle Family
Taxes:$6,834
Remarks: Under contract-accepting backup offers. MAY I TEMPT YOU WITH A POOL? Summer’s delight is yours daily with your own pool! Discover a new dimension of living with this terrific classic ranch style home in desirable Winter Park. Great layout home with tons of potential, wonderful split plan with 4 beds/2 baths and almost 1800sf. Entry leads to living and dining combined space to left and straight ahead to large family room and kitchen. Off kitchen, a convenient breakfast nook area and more views of the pool. Generous primary right off breakfast nook with sliders to the pool and a spacious bath that has a walk in shower with bench and large walk-in closet. Additional 3 nice-sized bedrooms on other side of home, right off the roomy family room that also leads to pool. The 2nd large bath for these bedrooms has tub/shower and double sink vanity. Home has an oversized garage with laundry facilities. Then the POOL…a tranquil spot with huge, covered patio area, pass through from kitchen, overflowing fountain and spa available. The pool and patio areas are all screened in, so great for parties and another Florida style living area. Pocket doors throughout. Home is last on a dead-end street with brick wall on one side for lots of privacy. Large side yard would be great for planting your own garden or dog run. Community has natural gas available. HVAC (2025); Roof (2018); Water Heater-gas (2008). Great Winter Park location, close to shopping, dining, major highways and hospital. Don’t’ wait on this one, it’s a winner! And why pay more for a pool-less home when you can have more fun here!
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Teresa Jones (407-376-2130)
230 STRATHY LN, WINTER PARK, FL 32792
$499,000100 Days on yellowkey MLS ID: O6371054
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 920 Built: 1957 Tax: $4,071 (2024)Community: AlomaSingle Family
Taxes:$4,071
Remarks: Completely Remodeled Winter Park Home – Prime Location Beautifully updated single-family home located in the heart of Winter Park. This residence was fully remodeled in 2019, offering peace of mind with new kitchen and appliances, updated bathrooms, new flooring, HVAC system, electrical, and plumbing. Ideally situated directly across from Advent Health Winter Park Hospital, this property provides exceptional convenience while remaining tucked into an established residential neighborhood. The functional floor plan offers comfortable living spaces filled with natural light, along with modern finishes throughout. Zoned for Winter Park’s highly regarded public schools, this home is well-suited for a primary residence or long-term investment. Easy access to major roadways, shopping, dining, and downtown Winter Park amenities. Move-in ready and centrally located — a rare opportunity in one of Orange County’s most desirable areas. Owner owns the house next door as well. Both properties for sale.
Listing is courtesy of: PARK TOWN REAL ESTATE LLC (561-801-9199)
Listing Agent: David Auerbach (407-619-5250)
2231 NAIRN DR, WINTER PARK, FL 32792
$499,000100 Days on yellowkey MLS ID: O6369016
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1088 Built: 1956 Tax: $3,793 (2025)Community: AlomaSingle Family
Taxes:$3,793
872 GRANVILLE DR, WINTER PARK, FL 32789
$2,200,00022 Days on yellowkey MLS ID: O6391464
0 Days Off yellowkey (back on 3/31/2026)
Bed: 4 Bath: 3.5 Liv Area Sq Ft: 3195 Built: 1961 Tax: $12,465 (2025)Community: Park Grove W/125 Lot 10 Blk DSingle Family
Taxes:$12,465
Remarks: Under contract-accepting backup offers. A rare offering in the highly sought-after Park Grove neighborhood, this expertly redesigned 4-bedroom residence blends elevated design with effortless everyday living. Originally renovated by award-winning interior designer John McClain and recognized with first-place honors in 2020, the home reflects a refined balance of style and functionality.??Ideally located just moments from Park Avenue and Winter Park Village, this single-story home offers an inviting, open flow with curated architectural details throughout. The main living space is anchored by rich hardwood floors, a marble-tiled fireplace, and expansive sliding glass doors that fill the home with natural light while creating a seamless connection to the outdoor living areas.??The kitchen serves as the heart of the home, featuring gourmet gas appliances, an inviting dining space, and a beautifully integrated wine station. It is perfect for both daily living and entertaining.??Designed for true indoor-outdoor living, the home opens to a private backyard retreat complete with a resort-style pool, lush landscaping, and multiple areas for gathering or relaxing.??The primary suite offers a serene escape with a spacious walk-in closet, spa-inspired bath, and freestanding soaking tub. A separate guest suite provides comfort and privacy, while an additional flex space offers versatility for a home office or additional living area.??This home has been completely improved with major system upgrades, including a new roof, updated HVAC systems, new windows and doors, a whole-house generator, whole-home water filtration system, and an integrated Sonos audio and security system, providing both comfort and peace of mind.??Park Grove is a neighborhood where homes seldom come on the market, because once you’re here, you won’t want to leave.
Listing Agent: Jennifer King (407-595-3272)
1909 EDWIN BLVD, WINTER PARK, FL 32792
$440,000146 Days on yellowkey MLS ID: O6362682
1 Days Off yellowkey (back on 12/2/2025)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1355 Built: 1955 Tax: $4,703 (2024)Community: Eastgate SubSingle Family
Taxes:$4,703
Remarks: The house is located in great location and features 3 bedrooms, 2 bathrooms. It sits on a corner lot and offers high ceilings throughout.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Thu Nguyen (407-920-8900)
628 DUNBLANE DR, WINTER PARK, FL 32792
$849,00043 Days on yellowkey MLS ID: O6387091
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 2114 Built: 1963 Tax: $3,865 (2024)Community: Kenilworth Shores Sec 04Single Family
Taxes:$3,865
Remarks: Under contract-accepting backup offers. Discover a rare opportunity to own a beautifully maintained home that perfectly blends comfort, style, and location. Nestled in a desirable neighborhood, this property welcomes you with inviting curb appeal and a thoughtfully designed layout ideal for both everyday living and entertaining. Inside, you’ll find spacious living areas filled with natural light, a modern kitchen featuring quality finishes and ample storage, and generously sized bedrooms that offer the perfect retreat at the end of the day. This home has been thoughtfully updated with major improvements already completed for peace of mind, including a new AC system, all new ductwork, and new insulation installed in 2020 for enhanced energy efficiency and comfort. The exterior was freshly painted in 2020, the roof was replaced in 2021, and the pool was resurfaced in 2021—perfect for enjoying warm days in your own backyard oasis. Electrical panels were updated in 2018, and the water heater was replaced in 2024, offering added reliability and value. Ideally located just minutes from Baldwin Park and the prestigious Park Avenue district, you’ll enjoy easy access to boutique shopping, dining, and community events. This home is also a short drive to Rollins College, Full Sail University, and the University of Central Florida (UCF), making it a convenient choice for professionals, faculty, and students alike. Step outside to a private backyard ideal for relaxing evenings or entertaining guests. Conveniently located near parks, schools, and everyday amenities, this move-in-ready home offers both tranquility and accessibility. if you're on the market this exceptional property is ready to welcome you home.
Listing Agent: Nicole Howell (321-217-7918)
7300 DANIEL WEBSTER DR #M7, WINTER PARK, FL 32792
$165,00029 Days on yellowkey MLS ID: O6388668
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1108 Built: 1974Monthly Fee: $471 Tax: $2,050 (2025)Community: ColoniesCondo
Taxes:$2,050
Remarks: Welcome home to this stunningly updated two-story condo that perfectly combines modern elegance with everyday comfort. Featuring 2 spacious bedrooms and 2.5 baths, this home has been thoughtfully updated with high-end designer finishes throughout. The first floor showcases stunning new tile flooring in a striking neutral pattern, creating a modern and inviting living space, while the second floor features durable and stylish vinyl flooring for added comfort. The fully renovated bathrooms boast contemporary designs and quality craftsmanship, and a brand-new AC system ensures year-round efficiency and peace of mind. Natural light pours into every corner of the home, enhancing the open layout and highlighting the elegant upgrades. Ideally located just minutes from shopping, dining, and top-rated schools, this condo offers both luxury living and everyday convenience. Don’t miss the opportunity to own this move-in-ready gem in a prime location!
Listing is courtesy of: STIRLING INTERNATIONAL REAL ES (407-250-1000)
Listing Agent: Rosa Rodriguez (407-832-1185)
3027 AARON BURR AVE #L1, WINTER PARK, FL 32792
$165,00029 Days on yellowkey MLS ID: O6390662
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1090 Built: 1974Monthly Fee: $471 Tax: $2,050 (2025)Community: ColoniesCondo
Remarks: Step into this beautifully renovated two-story condo offering the perfect blend of modern style and everyday comfort. Featuring 2 spacious bedrooms and 2.5 updated bathrooms, this home has been thoughtfully upgraded from top to bottom. The first floor showcases elegant marble-look tile flooring, creating a sleek and durable living space ideal for both relaxing and entertaining. Upstairs, you’ll find stylish and low-maintenance vinyl flooring throughout, adding warmth and continuity to the private living quarters. The fully renovated bathrooms boast contemporary finishes and fixtures, delivering a fresh, spa-like feel. A brand-new AC system ensures year-round comfort and energy efficiency. With its modern upgrades, functional layout, and move-in-ready condition, this condo is a perfect choice for buyers seeking both style and convenience.
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