Location: Winter Park
Do Not Show Listings
1870 WALKER AVE, WINTER PARK, FL 32789
$1,299,000107 Days on yellowkey MLS ID: O6390504
REDUCED by $100,000 (7.1%) on 05/29/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2046 Built: 2026 Tax: $3,981 (2025)Community: Osceola HeightsSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,981
Elementary School: Lakemont Elem
High School: Winter Park High
Tax Year: 2025
Middle School: Maitland Middle
Remarks: This new residence, thoughtfully designed by Michael Wenrich, captures the timeless elegance and refined simplicity reminiscent of the iconic coastal architecture of Alys Beach. Clean architectural lines, graceful curves, and abundant natural light combine to create a home that feels sophisticated and inviting. Inside, gorgeous chevron-patterned wood floors flow throughout the main living areas, setting a warm and elegant tone. The open-concept floor plan is designed for everyday living and effortless entertaining, with expansive windows allowing natural sunlight to pour into every space. At the heart of the home is a beautifully designed kitchen that blends classic style with modern functionality. A stunning quartz waterfall island anchors the space, complemented by custom cabinetry and a suite of high-end appliances including an ILVE induction range with six elements and Café French door refrigerator, dishwasher and microwave. Designer-grade lighting and refined finishes elevate the kitchen into a centerpiece of the home. The dining room is filled with light and character, featuring three sets of French doors that open to a charming private front and side courtyard, an ideal setting for morning coffee or intimate outdoor dining. In the living room, a dramatic wall of sliding glass doors connects the interior to the brick patio and backyard, creating a seamless indoor-outdoor lifestyle. The first-floor primary suite offers a peaceful retreat, complete with a spacious walk-in closet and a spa-inspired bath featuring a large glass-enclosed shower, separate soaking tub and dual vanities. Additional conveniences on the main level include a beautifully appointed powder bath, a dedicated laundry room and a generous storage room tucked neatly beneath the staircase. Upstairs, a versatile loft provides additional living space ideal for a media area, office or lounge. Two additional bedrooms are also on the second floor, each featuring custom built-in closets, beautiful designer lighting and abundant natural light. Built with quality and efficiency in mind, the home includes numerous upgrades such as a slate roof, Trane air-conditioning system, Rheem tankless water heater and a two-car attached garage. Ideally just minutes from the renowned shopping and dining of Park Avenue and charm of downtown Winter Park, this exceptional home also offers convenient access to major roadways, Orlando International Airport, leading hospitals, and top-rated public and private schools, bringing together style, comfort and location in one remarkable new construction opportunity.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Mick Night (407-629-4446)
1150 VIA SALERNO, WINTER PARK, FL 32789
$4,195,000365 Days on yellowkey MLS ID: O6321143
REDUCED by $555,000 (11.7%) on 04/25/2026
Bed: 4 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3850 Built: 2025 Tax: $10,158 (2024)Community: Cloister Grove SubSpa: NoSingle Family
Taxes:$10,158
Tax Year: 2024
Remarks: In the heart of Winter Park, 1150 Via Salerno is a newly completed Mediterranean-minimalist residence that blends architectural refinement w/ organic warmth. Now offered at a newly adjusted price, the home presents a compelling opportunity to experience design-forward new construction in the Vias neighborhood. Developed and designed by Steve & Jodie Warrick Konold of Scout & Co., the 3,850-sf layout offers 4 bedrooms & 5.5 baths, wrapped in the intentional privacy of a luxury retreat. Beyond its terraced walkway & garden courtyard—envisioned in collaboration w/ architect Cynde Norris—French antique gates open to a native-planted entry garden, creating a soft transition to the interior. A glass foyer introduces a tongue-and-groove ceiling & woven rattan chandelier, sourced & designed in London, leading to a sculptural stairwell positioned just off the main living spaces. The great room features soaring ceilings, a sleek fireplace & walls of glass windows & doors that blur the boundary between inside & out. Ten-inch baseboards meet level 5 drywall in a clean reveal, paired w/ micro-crete flooring on the main level & wide-plank European oak upstairs. In the kitchen, materials w/ function are elevated w/ a Thermadore dual-fuel range, custom plaster hood, full refrigerator & freezer columns & a large island topped in honed black quartzite. The surrounding cabinetry is crafted from hand-carved V-groove panels w/ soft-close hardware & integrated pullout storage. Caesarstone surfaces run along the perimeter while steel-and-glass open shelving w/ a sculptural black sconce balance the composition. A vintage chandelier from Prize Home & Garden sourced in Round Top completes the room. The primary suite occupies a private wing on the main floor accessed via antique gallery doors that lead to the rear courtyard. Vaulted ceilings, a custom walk-in closet w/ a spa-like bath provide a luxurious retreat. Features include a long double vanity, matte black Kohler fixtures, a freestanding tub, walk-in shower w/ built-in bench & separate water closet. On the mezzanine level, the powder bath makes a dramatic statement w/ a floating black quartzite trough sink w/ handwoven mirror. Across the hall, the laundry room blends beauty w/ utility w/ custom cabinetry, matching quartzite surfaces, matte black fixtures & a side-by-side front-load washer & dryer. A nearby guest suite is marked by an antique door entry. The en-suite bath features a hand-painted tile threshold & suede-framed mirror. Two upstairs bedroom suites feature en-suite baths, designer lighting, distinctive mirrors & continuous European oak flooring. Positioned at the front of the home, the rooftop terrace is accessible via the upper hallway. The detached casita opens to the pool courtyard through accordion glass doors & features micro-crete floors, a woven rattan chandelier & a full bath—ideal as a studio, gym or office. Outdoor spaces include two garden courtyards, a fully fenced backyard, a heated saltwater pool & a rooftop terrace, all enclosed by masonry walls & a board-on-board privacy fence. Additional features include a lower-level two-car garage, storage closet, 3 HVAC systems, Rinnai tankless water heater, Sierra Pacific windows, customized closets, solid core interior doors, 6” round gutters & a Barcelona barrel tile roof. Thoughtfully designed & beautifully executed, 1150 Via Salerno offers a refined lifestyle tucked within one of Winter Park’s most exclusive enclaves.
Listing is courtesy of: KELLY PRICE & COMPANY LLC (407-645-4321)
Listing Agent: Padgett Mccormick (407-645-4321)
2831 MULFORD AVE, WINTER PARK, FL 32789
$735,00021 Days on yellowkey MLS ID: O6414319
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1647 Built: 1952 Tax: $3,192 (2025)Community: Orangewood ParkSpa: NoSingle Family
Taxes:$3,192
Elementary School: None
High School: None
Middle School: None
Remarks: Rare opportunity to own on one of the most desirable streets in Audubon Park with a coveted Winter Park address. Just a few blocks from East End Market and surrounded by many of Orlando’s Michelin-recognized restaurants, this location offers an unbeatable combination of walkability, lifestyle, and top-rated schools. Zoned for Audubon Park K-8 and Winter Park High School, you’ll enjoy the best of both worlds: the character and community of Audubon Park with the prestige and convenience of Winter Park. This thoughtfully updated home features a 2024 roof, tankless water heater, new carpet, fresh interior and exterior paint, newer insulation, solid-core interior doors, Rain Bird irrigation with well, Vivint security system with cameras, and an Ecobee smart thermostat. The sunken living room creates a unique space for entertaining (it can provide stadium seating or be a conversation pit), while the detached mother-in-law suite adds flexibility for guests, multigenerational living, or rental income. Tucked away from the noise of Corrine Drive yet only blocks from East End Market, neighborhood parks, coffee shops, and dining, this is a rare chance to own in one of Orlando’s most sought-after neighborhoods. Front door does not convey and will be replaced with a similar refinished wood door prior to closing.
Listing is courtesy of: UNITED REAL ESTATE PREFERRED (407-243-8840)
Listing Agent: Patrick Arenson (305-951-6054)
1695 LEE RD #E204, WINTER PARK, FL 32789
$114,000200 Days on yellowkey MLS ID: O6366205
REDUCED by $1,000 (0.9%) on 06/01/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 881 Built: 1966Monthly Fee: $482 Tax: $1,917 (2024)Community: Waterfall CoveCondo
Taxes:$1,917
Remarks: Welcome to this lovely open-concept 2 bedroom, 1 bathroom condo, perfectly situated in a fantastic area close to plenty of shopping, dining, and everyday conveniences. Ideal for first-time buyers, downsizing, or investors looking for a solid opportunity! This property highlights an open-concept bright interior with great natural light living and dining area. Two spacious bedrooms with 1 bathroom. Durable vinyl flooring with cozy carpeted bedrooms with a spacious walk in in closet in the primary bedroom. You will get a private balcony perfect for morning coffee or evening relaxation and the convenience of your our laundry with washer and dryer hookups included. Brand new a/c unit. This condo is perfectly located in a desirable area with lots of nearby shopping, restaurants, and amenities
Listing is courtesy of: LOKATION (954-545-5583)
Listing Agent: Brandy Ray (949-449-5652)
3463 ARNEL DR, WINTER PARK, FL 32792
$419,900103 Days on yellowkey MLS ID: O6390301
REDUCED by $5,000 (1.2%) on 06/25/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1770 Built: 1967 Tax: $4,648 (2024)Community: Eastbrook Sub Unit 11Single Family
Taxes:$4,648
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: One or more photo(s) has been virtually staged. DO NOT MISS THIS OPPORTUNITY! PRICE IMPROVEMENT + Pool Home + Paid-Off Solar Panels + No HOA in Winter Park! Welcome to this move-in-ready 3-bedroom, 2-bathroom home with approximately 1,770 square feet of living space, a 2-car garage, and a private pool, all located in the established Eastbrook community. Roof replaced in 2018, fully paid-off solar panels installed in 2020, water heater 2019, and beautifully updated interior spaces. The paid-off solar panels are a tremendous advantage, helping reduce monthly electric costs from day one. The heart of the home is the renovated kitchen featuring modern cabinetry, quartz countertops, stainless steel appliances, an oversized island with induction cooking surface, and abundant space for cooking, gathering, and entertaining. The open-concept layout flows seamlessly into the living and dining areas, creating a bright and inviting atmosphere. One of the home's standout features is the impressive Florida Room with soaring wood ceilings, exposed beams, a built-in serving area, and direct access to the pool. This unique space is perfect for entertaining, hosting gatherings, enjoying morning coffee, watching the big game, or relaxing while overlooking the backyard and pool area. The primary suite features a unique split-layout design that creates a flexible area ideal for a reading nook, vanity space, nursery setup, fitness corner, or additional storage. The primary bathroom also provides direct access to the pool area, offering convenience for guests and easy indoor-outdoor living. Step outside and enjoy your private backyard retreat featuring a sparkling pool, spacious deck areas, and plenty of room to enjoy Florida living year-round. Conveniently located near Park Avenue, Rollins College, Full Sail University, UCF, shopping, dining, and major highways. Zoned for highly desirable Seminole County schools. Finding a Winter Park pool home with paid-off solar panels, no HOA, updated finishes, a unique Florida Room, pool bath access, and a 2-car garage at this price point is becoming increasingly difficult. Schedule your private showing today before this opportunity is gone.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Alexa Monasterio Flores (786-915-9294)
184 SANDLEWOOD TRL ##2, WINTER PARK, FL 32789
$299,000141 Days on yellowkey MLS ID: O6380753
REDUCED by $13,000 (4.2%) on 06/18/2026
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
Elementary School: Dommerich Elem
Remarks: Tucked inside one of Winter Park's most sought-after zip codes, this FULLY RENOVATED two-story condo lives like a townhome — and feels like new construction. The main floor flows from a beautifully updated kitchen with new stainless appliances, contemporary finishes, and butcher block bar top into a bright open living space, with a convenient half bath for guests. Upstairs, both bedrooms are true primary suites — each with its own private en-suite bath, large closet, and oversized window. Major systems have all been replaced: new roof, new plumbing, new hot water heater, and new in-unit Maytag washer and dryer. Step outside to your screened patio just steps from the community pool. Walk to Park Avenue's celebrated restaurants, shops, and cafés. Zoned for Dommerich Elementary (9/10 GreatSchools) and Winter Park High School. This one is genuinely move-in ready — nothing to do but move in.
Listing is courtesy of: NOELKE REALTY (407-607-7166)
Listing Agent: Tom Noelke (407-607-7166)
2923 ANTIQUE OAKS CIR #39, WINTER PARK, FL 32792
$184,999493 Days on yellowkey MLS ID: OM695642
0 Days Off yellowkey (back on 6/26/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1984Monthly Fee: $442 Tax: $2,702 (2024)Community: Parkview VillageCondo
Taxes:$2,702
Elementary School: Aloma Elem
Middle School: Glenridge Middle
Remarks: PRICE REDUCED, Seller motivated. Condo in Winter Park, FL Welcome to 2923 Antique Oaks Cir, Unit 39 — a beautifully updated 1,105 sq. ft. first-floor condo offering 2 bedrooms, 2 bathrooms, and modern upgrades throughout. Located in the highly sought-after Winter Park School District, this property combines comfort, style, and convenience. Property Highlights: Size & Layout: Spacious 1,105 square feet with a thoughtfully designed floor plan. Updated Interiors: Recently remodeled with modern finishes, including appliances (convection oven, refrigerator, dishwasher), and washer/dryer in the interior laundry room. Outdoor Living: Relax on your private screened patio, perfect for morning coffee or evening unwinding. Community Features: Resort-Style Amenities: Enjoy a sparkling pool, a soothing hot tub, and meticulously maintained grounds. Pet-Friendly & Welcoming: Dog-friendly and community-oriented, providing a quiet and peaceful atmosphere. Prime Location: Zoned for A-rated Winter Park schools and just 2 miles away, this condo offers unmatched convenience: Walkable access to dining, shopping, and entertainment. Minutes from Park Avenue, Baldwin Park, Winter Park Hospital, and Downtown Orlando. Close to top educational institutions: Valencia College, Rollins College, Full Sail University, and UCF. With an HOA that provides excellent management and care, this is an incredible opportunity to own in a desirable and high-quality location.
Listing is courtesy of: GLOBALWIDE REALTY LLC (352-456-9788)
Listing Agent: Michell Carrasquero (305-850-2241)
7471 CANFORD CT #19, WINTER PARK, FL 32792
$199,000262 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: One of the lowest-priced homes in Winter Park with nearly 1,400 square feet, a private carport, screened balcony, community pool, and easy access to UCF, Full Sail, Rollins, Valencia East, Orlando International Airport, and downtown Orlando! The monthly HOA covers many exterior maintenance items so you can enjoy low-maintenance living.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. 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)
2676 BARBADOS DR, WINTER PARK, FL 32792
$340,00030 Days on yellowkey MLS ID: O6411958
2 Days Off yellowkey (back on 6/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1743 Built: 1978Monthly Fee: $98 Tax: $4,131 (2025)Community: Windward Square Sec 2Townhouse
Taxes:$4,131
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom corner-unit townhome located in the heart of Winter Park. Offering 1,743 square feet of thoughtfully designed living space, this home combines comfort, style, and an unbeatable location just minutes from shopping, dining, parks, and top-rated schools. The desirable corner-unit placement provides added privacy, extra natural light, and a spacious feel throughout. Inside, you’ll find luxury vinyl plank flooring flowing seamlessly throughout the home and a stunning vaulted ceiling that creates an airy, open atmosphere in the living room. The beautifully updated kitchen is truly the centerpiece of the home, featuring gorgeous wood countertops, ample cabinet space, and an open-concept layout perfect for entertaining family and friends. Step outside to the rear screened-in patio and enjoy peaceful pond views in your own private outdoor retreat. Whether you’re sipping your morning coffee or unwinding after a long day, this tranquil space offers the perfect setting to relax and enjoy Florida living year-round. This exceptional Winter Park townhome is a rare opportunity you won’t want to miss.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Joseph Sipp (407-820-7016)
3006 NORTHWOOD BLVD, WINTER PARK, FL 32789
$1,300,0001 Day on yellowkey MLS ID: O6419056
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 2075 Built: 1953 Tax: $4,188 (2025)Community: Northwood TerraceSpa: NoSingle Family
Taxes:$4,188
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Reimagined from the ground up for modern living while honoring its original mid-century modern heritage, this 1953 Winter Park residence pairs authentic MCM character with the ease of all-new finishes and systems. Four bedrooms and three full bathrooms are arranged around an open living, dining, and kitchen core that opens to a light-filled sitting area. White oak floors run throughout, while designer lighting and ceiling fans, clean horizontal lines, and warm natural finishes carry the home's MCM soul. The kitchen anchors the home with Taj Mahal quartzite counters and brand new KitchenAid stainless steel appliances. Step out to an expanded rear patio overlooking a private fenced backyard, ideal for entertaining or quiet evenings at home. Move in with confidence: new roof, all-new windows, new 200-amp electrical service, all-new plumbing with new water heater, new HVAC ductwork, and a new Nest thermostat. The attached garage and dedicated interior laundry complete the layout. The location is the rare kind you can live on foot: walk to East End Market, Kelly's Homemade Ice Cream, Redlight Redlight, Sushi Lola's, and the sought-after Audubon Park K-8 School. Winter Park High and the shops and dining of Park Avenue are just minutes away. A thoughtfully rebuilt classic in one of the area's most established and connected neighborhoods.
Listing is courtesy of: ORLANDO HOMES GROUP LLC (407-923-6524)
Listing Agent: Daren Ellington (407-923-6524)
259 ORANGE TERRACE DRIVE, WINTER PARK, FL 32789
$465,5002 Days on yellowkey MLS ID: O6419225
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1248 Built: 1953 Tax: $5,488 (2025)Community: Orange TerraceSingle Family
Taxes:$5,488
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Beautifully renovated 3 bedroom, 2 bath home in highly desirable Winter Park 32789! Extensively updated throughout, this move in ready home offers the perfect blend of modern style, comfort, and convenience. Filled with natural light, this home features a stunning renovated kitchen with an open pass-through breakfast bar and seating, ideal for entertaining and everyday living, a large stainless sink beneath a window and plenty of stunning quartz counter top space. Both bathrooms have been tastefully remodeled, and nearly every aspect of the home has been thoughtfully updated to create a fresh, contemporary feel. Major improvements provide added peace of mind, including a new roof October 2023, HVAC system 2023 and water heater in 2024. Enjoy the convenience of a large covered carport with built-in storage, plus a huge backyard with endless possibilities for gardening, pets, play, or future expansion. An additional storage shed, added in 2018, offers even more space for tools, hobbies, and outdoor equipment. Ideally located with quick access to I-4 and 17-92, and just minutes from Park Avenue, Winter Park Village, College Park, and Downtown Orlando, you'll enjoy some of Central Florida's finest shopping, dining, entertainment, and cultural attractions right at your fingertips. Best of all, NO HOA! Combining extensive renovations, major system updates, an oversized backyard, and an unbeatable location, this exceptional Winter Park home is truly move in ready and waiting for its next owner. Call to schedule your appointment today!
Listing Agent: Jo Ann Lamar (321-231-0052)
607 ELLEN DR, WINTER PARK, FL 32789
$1,449,900250 Days on yellowkey MLS ID: O6354269
REDUCED by $50,000 (3.3%) on 05/23/2026
Bed: 4 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 2812 Built: 2025Monthly Fee: $76 Tax: $4,224 (2024)Community: Lake Killarney ShoresSpa: NoSingle Family
Taxes:$4,224
Remarks: NEW PRICE!!! Discover sophisticated modern living at 607 Ellen Drive, a stunning new construction home by the acclaimed Lazarus Homes in the heart of Winter Park. This impeccably designed 2,812-square-foot residence showcases contemporary architecture with clean lines, high ceilings, and an abundance of natural light throughout. The open floor plan seamlessly connects living spaces, creating an ideal setting for both everyday life and elegant entertaining. The chef's kitchen is a true showpiece, featuring top-of-the-line Monogram appliances, a sleek Ruvati sink, built-in oven and microwave, and a professional gas range. Gorgeous Taj Mahal Quartzite countertops provide both beauty and durability, while thoughtful design elements include the option for a full-height wine refrigerator or additional cabinetry to suit your lifestyle. The living room offers a modern ambiance with an electric fireplace and expansive glass sliders that open to a covered lanai overlooking your private pool—perfect for Florida's indoor-outdoor lifestyle. For those who love to entertain, the home has been pre-stubbed for an optional outdoor kitchen. The luxurious first-floor primary suite provides a private retreat with a spa-inspired en suite bath featuring a double sink vanity, walk-in shower, soaking tub, and an oversized walk-in closet complete with custom built-ins and convenient washer and dryer hookups. Upstairs, the home continues to impress with a generous bonus room, a sophisticated loft with glass walls, three additional bedrooms, two full baths, and a second laundry area for ultimate convenience. A dedicated pool bath adds another layer of functionality for poolside enjoyment. Nestled in the desirable Lake Killarney Shores community, this home offers the perfect blend of tranquility and accessibility. Residents enjoy a low HOA, private boat launch access to Lake Killarney, and the convenience of being within walking distance to Winter Park's renowned restaurants, boutiques, and cultural attractions. This is move-in ready modern luxury at its finest.
Listing Agent: Kelly Price (407-645-4321)
2228 HOWARD DR, WINTER PARK, FL 32789
$2,460,00046 Days on yellowkey MLS ID: O6407733
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3294 Built: 2026 Tax: $3,647 (2025)Community: Lake Forest ParkSingle Family
Taxes:$3,647
Remarks: Under Construction. Welcome to 2228 Howard, a designer home that complements the irreplaceable natural beauty surrounding it with a one-of-a-kind façade. This curved street-front home winds around century-old oaks while overlooking Lake Howard, creating the kind of property you will love coming home to. Many rooms inside the home are designed to incorporate the outdoor spaces. These artfully designed exterior areas feel like an extension of the interior, making the home feel even larger and more luxurious. The first floor welcomes you and your guests through the 5’ wide steel pivot door near the private office. The extra-large kitchen, open pantry, and breakfast nook are framed by warm natural oak floor-to-ceiling cabinetry and Thermador appliances while overlooking the exterior raised garden bed. This beautiful kitchen flows seamlessly into the living room, which features a modern floating-hearth fireplace. The living room opens to the outdoor living space, summer kitchen, pool, and hot tub. The primary bathroom has a modern natural feel, featuring a glass sauna room that opens to a private outdoor spa with hot and cold plunge tub. The first-floor laundry room is located just off the two-car garage and includes a drop zone for additional organization. Another bonus feature is the inclusion of two laundry rooms—one on each floor. Upstairs, the kids’ lounge is surrounded by three bedrooms and a secret media room. One bedroom is en-suite, while the other two bedrooms share a common bathroom with dual vanity areas. The exterior of the home utilizes every area like a thoughtfully designed park, creating usable space around every corner. The driveway accommodates several vehicles and includes a side drive for additional parking and storage behind the gate and garage. When you do leave your beautiful home, you are surrounded by the best that Winter Park and Orlando have to offer. This neighborhood is zoned for top-rated schools, where kids walk and ride their bikes to school daily, and is surrounded by amazing parks, restaurants, shops, and nature. Your home can feel like a perfect balance of natural and modern architecture, both inside and out. Call us to see how this home delivers that truly unique feeling.
Listing is courtesy of: COLEDEV REAL ESTATE LLC (407-915-0456)
Listing Agent: Ryan Feely (321-663-1433)
609 S PHELPS AVE, WINTER PARK, FL 32789
$2,829,000104 Days on yellowkey MLS ID: O6388598
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4018 Built: 2026 Tax: $8,522 (2024)Community: Kenilworth Shores Sec 06Spa: YesSingle Family
Taxes:$8,522
Elementary School: Brookshire Elem
Remarks: Under Construction. Under Construction. A timeless expression of modern luxury, this exceptional new residence by LUIH Luxury Homes brings together thoughtful architecture, designer finishes, and refined craftsmanship in one of Winter Park’s most desirable neighborhoods. Situated on an oversized homesite along a quiet, tree-lined street, the home offers approximately 4,018 square feet of beautifully designed living space with five bedrooms, four-and-a-half bathrooms, and an open floor plan created for both everyday living and effortless entertaining. Natural light fills the interior, highlighting wide-plank wood flooring, custom millwork, curated designer lighting, and a warm, neutral palette that creates an inviting atmosphere throughout. The main living areas transition seamlessly from one space to the next, anchored by a spacious family room featuring a sleek linear electric fireplace and expansive sliding glass doors that open to the outdoor living area. Designed to be both functional and beautiful, the chef’s kitchen serves as the centerpiece of the home. Custom shaker cabinetry, waterfall-edge quartz countertops, a designer tile backsplash, and an oversized island are complemented by a premium Thermador appliance package, including a gas cooktop, built-in refrigerator, microwave and oven combination, dishwasher, wine refrigerator, and designer vent hood. A generous walk-in pantry and an adjacent wet bar further enhance the space, while the dining area offers an elegant setting for everything from casual family meals to formal entertaining. The first-floor primary suite provides a peaceful retreat with direct access to the covered lanai and pool. The adjoining bath is designed with a spa-inspired aesthetic, featuring a freestanding soaking tub, an oversized glass-enclosed shower, dual vanities with quartz countertops, designer fixtures, and a spacious custom walk-in closet. Also on the main level are a private office and an additional bedroom with an en suite bath, offering flexibility for guests, multigenerational living, or a dedicated workspace. Upstairs, a generous loft creates an ideal secondary gathering area, while three additional bedrooms and well-appointed bathrooms provide comfortable accommodations for family and visitors. Outdoor living is thoughtfully integrated into the home’s design. The covered lanai includes a fully equipped summer kitchen overlooking the resort-style pool and spa, creating an inviting setting for year-round entertaining. A spacious backyard offers additional room to relax, play, or personalize the outdoor experience. Located just minutes from the renowned shopping, dining, and cultural attractions of Park Avenue, residents can enjoy favorites including Prato, AVA Mediterranean, Boca Winter Park, Hillstone, The Ravenous Pig, Choulala Fine Pastries, and Barnie’s Coffee & Tea Co. Nearby outdoor destinations include Mead Botanical Garden, Kraft Azalea Garden, Central Park, Cady Way Park, Dinky Dock Park, and the Winter Park Golf Course. Rollins College, AdventHealth Winter Park, and Winter Park High School are also conveniently located nearby. Combining timeless architecture, thoughtfully selected finishes, and an exceptional location, this residence presents a rare opportunity to own a newly constructed luxury home in the heart of Winter Park.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC (407-312-8003)
Listing Agent: Christopher Christensen (407-312-8003)
2249 MINNESOTA AVE, WINTER PARK, FL 32789
$429,9004 Days on yellowkey MLS ID: O6419820
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1536 Built: 1955 Tax: $5,223 (2025)Community: Olympia Heights AnnexSingle Family
Taxes:$5,223
Remarks: Welcome to one of Orlando's most beloved neighborhoods, where tree-lined streets, golf course views, and a true sense of community create the lifestyle buyers are searching for. Perfectly positioned across from the 5th tee of historic Dubsdread Golf Course, this beautifully renovated home places you in the heart of the Dubsdread bubble—just minutes from the dining, shopping, and charm of both College Park and Winter Park. Set on an oversized .22-acre lot, this move-in-ready residence offers over 1,500 square feet of thoughtfully updated living space, blending classic character with today's most desired upgrades. Inside, you'll find refinished original hardwood floors, a fully renovated kitchen featuring stunning quartz countertops, new cabinetry, and new stainless steel appliances, plus two completely renovated bathrooms with fresh, timeless finishes. A 2023 rear addition adds valuable living space, while the inviting Florida room and screened porch provide the perfect spots to enjoy morning coffee, entertain friends, or unwind after a round of golf. Beyond the cosmetic improvements, the heavy lifting has already been done. Enjoy peace of mind with updated plumbing (2026) including removal of cast iron piping, updated electrical (2026), roof (2020), tankless water heater (2023), and energy-efficient windows (2023). Homes in the Dubsdread District rarely offer this combination of location, charm, lot size, and major renovations. Whether you're drawn to the golf course views, the walkable neighborhood feel, or the proximity to Orlando's best restaurants, parks, and entertainment, this home delivers the lifestyle that makes this area one of Orlando's most desirable places to call home. Move-in ready, extensively updated, and perfectly located—schedule your private showing today!
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Emily Nickley (407-448-0556)
3641 OAK VISTA LN, WINTER PARK, FL 32792
$475,00020 Days on yellowkey MLS ID: O6412855
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1981 Tax: $1,562 (2025)Community: Garden Lake Estates Unit 2Spa: NoSingle Family
Taxes:$1,562
Elementary School: Red Bug Elementary
Remarks: Under contract-accepting backup offers. Welcome to Winter Park. VIEW VIRTUAL TOUR! The Original Owner has meticulously cared for this home and the pride of ownership shines through. The real showstopper is your private outdoor oasis! Enjoy Florida’s endless sunshine in the expansive, screened-in back porch and pool area—perfect for year-round gatherings, pool parties, and quiet weekends at home. Have your morning coffee or afternoon cocktails sitting out back on the porch enjoying the birds. This large, fenced 120 x 80-foot yard provides plenty of room for little ones and pets to play, gardening, or simply unwinding. for comfortable Florida living! Perfectly situated in a desirable, close-in location and zoned for award-winning Seminole County schools, this remodeled, one-story home offers the ideal setting for all family households. Step inside and discover an inviting split floor plan featuring 3 spacious bedrooms and 2 modern bathrooms. The formal living and dining rooms create an elegant atmosphere for entertaining, while the stunning remodeled kitchen is light and bright, complete with contemporary finishes and new appliances. Relax in the cozy family room, where a charming brick wood-burning fireplace adds warmth and ambiance on cool evenings. You do have formal areas that have a multitude of options for space where YOU Need it. Once you get to the kitchen you will be amazed with the sleek white brand new cabinets with trendy quart counters and a gorgeous back splash. WOW! You can enjoy yourself while you are at the sink and watch whatever is going on in the backyard. No expense spared with banks of drawers too. Additional highlights include a 2-car garage, newer windows for energy efficiency, and NO HOA—giving you the freedom to truly make this home your own. Bring your camper, toys because you have loads of room in the backyard to work on multiple projects. Roof and A/C are 2021 adding to peace of mind with your insurance 4 point inspection. Garage is even 24x21. With ample parking, an amazing outdoor space, and proximity to top-rated schools, shopping, dining, and major highways, 3641 Oak Vista Lane delivers the ultimate Florida lifestyle for your family inside the home and outside. You deserve your own Backyard paradise. Don’t miss the opportunity to make this move-in ready Winter Park gem your forever home. Seminole County schools complete the package. Schedule your private tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
3381 CEDAR SPRINGS PL #151, WINTER PARK, FL 32792
$179,9003 Days on yellowkey MLS ID: O6419959
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984 Tax: $197 (2025)Community: Hidden. OaksSpa: NoCondo
Taxes:$197
Remarks: Move right in and enjoy low-maintenance living in the desirable Hidden Oaks community of Winter Park. This meticulous maintained and nicely updated 2-bedroom, 2.5-bath townhome-style condo features two spacious primary suites, each with its own private en-suite bathroom, offering a flexible floor plan and exceptional functionality. The open and inviting layout includes an oversized great room, 12-inch ceramic tile flooring, and a well-appointed kitchen with maple cabinetry, Corian countertops, flat-top range, stainless steel refrigerator, and new microwave. The washer and dryer are included, making this home truly move-in ready. Both bathrooms have been tastefully updated, maple cabinetry, one with granite & one with Corian countertops for a cohesive, modern look. Enjoy outdoor living on the private rear patio, complete with space for grilling and an additional storage closet. Hidden Oaks is a beautifully maintained community featuring mature landscaping, a community pool, and a convenient Winter Park location near shopping, dining, entertainment, major employers, and highly rated Winter Park schools. The monthly condo fee includes water, sewer, trash, exterior maintenance, grounds maintenance, and community amenities, creating an easy lock-and-leave lifestyle. Conveniently located near Full Sail University, the University of Central Florida, Downtown Winter Park, and major roadways, this home offers an excellent opportunity for owner-occupants, those seeking a second home, or buyers looking for a long-term investment property. Don't miss the chance to own a well-maintained and move-in-ready home in one of Winter Park's most convenient locations.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Alie Gattis (407-760-1488)
1741 MIZELL AVE, WINTER PARK, FL 32789
$1,050,00037 Days on yellowkey MLS ID: O6410059
REDUCED by $45,000 (4.1%) on 06/26/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2015 Built: 1982 Tax: $11,682 (2025)Community: Lake Monte SubSingle Family
Taxes:$11,682
Remarks: Culture, Convenience, Community! Discover refined living in the heart of Winter Park, where timeless luxury meets an unmatched lifestyle. This beautifully designed single-story residence offers three spacious bedrooms, a private office, two elegantly appointed baths and over 2,000 square feet of living space complete with a two-car garage and no HOA. Thoughtfully curated with sleek tile flooring throughout and no carpeting, the home exudes both style and comfort. The well-equipped kitchen features granite countertops, a pantry, and a charming breakfast area, flowing effortlessly into the expansive family and dining rooms. French doors open to a generous screened lanai and a private fenced backyard, creating the perfect setting for seamless indoor-outdoor entertaining. Designed with a desirable split floor plan, the luxurious primary suite offers private backyard access, dual walk-in closets plus an additional storage closet and a private bath with a spacious walk-in shower. Two additional guest bedrooms share a beautifully appointed bath with shower/tub, while one bedroom enjoys direct access to a dedicated office space, ideal for guests or working from home. Winter Park is celebrated for its distinctive blend of arts and culture, charming sidewalk cafés, acclaimed museums, upscale accessible neighborhoods, scenic lakes, outdoor recreation and year-round festivals. Surrounded by top-rated schools and picturesque tree-lined streets, this exceptional location offers premier conveniences. Near AdventHealth, Cady Way Trail and recreational parks, YMCA of Central Florida, public golf courses, Rollins College, Full Sail University and UCF. Whether you're seeking outdoor adventure, cultural enrichment, or everyday convenience, this location delivers it all. Schedule your private showing today and discover the best of Winter Park living. Roof - 2018, AC - 2015.
Listing Agent: Farah Novin (407-234-0501)
3009 NICHOLSON DR, WINTER PARK, FL 32792
$449,9003 Days on yellowkey MLS ID: O6419862
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1980 Tax: $1,274 (2025)Community: Wrenwood Unit 3 3Rd AddSingle Family
Taxes:$1,274
Remarks: Welcome home to this beautifully remodeled **4-bedroom, 2-bath** residence in sought after Winter Park! BRAND NEW ROOF IN 2024! Thoughtfully renovated from top to bottom, this move-in-ready home offers the perfect combination of modern style, quality craftsmanship, and peace of mind with virtually every major system already updated. Step inside to discover beautiful new luxury vinyl flooring throughout, a stunning kitchen featuring brand-new cabinetry, elegant quartz countertops, and updated finishes designed for both everyday living and entertaining. Both bathrooms have been completely remodeled with stylish tile, new vanities, fixtures, and toilets, creating a fresh, contemporary feel throughout the home. The spacious primary suite has been completely reimagined and now features a beautifully remodeled bathroom along with a custom built-in closet organization system. New double patio doors provide abundant natural light while creating a seamless transition to the screened patio—perfect for enjoying Florida's beautiful weather. Beyond the cosmetic updates, this home offers the kind of improvements buyers truly appreciate, including a **new HVAC system with all-new ductwork, complete house replumb, new water heater, new electrical panel, new switches and outlets throughout, fresh interior and exterior paint, and a newly rescreened patio with a new screen door.** These significant upgrades provide years of worry-free ownership. Located within the highly sought-after Seminole County Public School District, this home is zoned for Eastbrook Elementary, Tuskawilla Middle, and Lake Howell High School. You'll also enjoy an incredibly convenient location just minutes from shopping, restaurants, parks, entertainment, major roadways, and everything Winter Park and the surrounding area have to offer. With its extensive renovations, desirable **4-bedroom** floor plan, exceptional location, and true move-in-ready condition, this is a rare opportunity you won't want to miss. Schedule your private showing today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Benjamin Simanton (407-790-2277)
7488 WHISPERWOOD DR #28, WINTER PARK, FL 32792
$230,0005 Days on yellowkey MLS ID: O6419151
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1578 Built: 1974Monthly Fee: $575 Tax: $3,078 (2025)Community: Whisperwood CondoCondo
Taxes:$3,078
Remarks: Welcome to Whisperwood, where space, convenience, and investment potential come together in one exceptional opportunity. This rare gem is a beautifully maintained 2-bedroom, 2.5-bath residence offering a rarely available townhome-style floor plan that combines generous living spaces, exceptional functionality, and outstanding investment potential. The spacious multi-level layout features expansive living and dining areas, a convenient guest powder bath, and two oversized dual primary-style suites, each with its own private bathroom. The thoughtfully designed floor plan delivers the privacy, flexibility, and comfort today's buyers are seeking. Natural light fills the interior, while the private balcony provides the perfect retreat for morning coffee or evening relaxation. A private fenced backyard opens to a lush green space, creating a peaceful outdoor setting rarely found in condominium living. Additional highlights include a covered carport, dedicated laundry closet, abundant storage throughout, and a large second-floor storage room. Residents enjoy a truly low-maintenance lifestyle with access to Whisperwood's sparkling community pool, clubhouse, and beautifully landscaped grounds. The HOA provides exceptional value by covering exterior building maintenance, grounds maintenance, water, sewer, trash, pest control, pool maintenance, recreational facilities, and common area upkeep. Perfectly positioned near SR-417, Goldenrod Road, and University Boulevard, this prime location offers seamless access to Downtown Orlando, Winter Park, Orlando International Airport, major employment centers, premier shopping and dining destinations, and Central Florida's world-famous attractions. For investors, this property represents a compelling income-producing opportunity. Currently tenant-occupied, offers immediate cash flow, Its strategic location near UCF, Full Sail University, Valencia College, and Seminole State College supports strong, year-round rental demand, making it an attractive move-in ready investment with enduring appeal. Whether you're searching for a primary residence, a low-maintenance lifestyle, or a strategic addition to your investment portfolio, this exceptional Whisperwood residence offers the perfect blend of space, location, convenience, and value.
Listing is courtesy of: PARKVIEW REAL ESTATE (407-312-6472)
Listing Agent: Miranda Azer (407-312-6472)
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