Location: Winter Park
Do Not Show Listings
1407 MILLER AVE, WINTER PARK, FL 32789
$899,00046 Days on yellowkey MLS ID: O6406408
0 Days Off yellowkey (back on 6/6/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1884 Built: 2023Monthly Fee: $200 Tax: $6,818 (2025)Community: H Vanwies SubSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$6,818
Elementary School: Killarney Elem
High School: Edgewater High
Tax Year: 2025
Middle School: College Park Middle
Remarks: Experience refined luxury and effortless living at 1407 Miller Avenue, ideally situated in one of Winter Park’s most desirable and walkable enclaves near the NEW Minnesota Row. Built by SGC Homes, this exceptional Modern Mediterranean detached townhome combines timeless architecture with sophisticated contemporary finishes along a charming, tree-lined brick street. Offering 3 bedrooms, 2.5 bathrooms, and 1,884 square feet of thoughtfully designed living space, the residence features a highly sought-after first-floor primary suite and the privacy of only one shared wall at the garage—no shared interior living walls!! Interior highlights include Level 4 drywall finishes, wide-plank engineered oak flooring, Bosch appliances, LED mirrors, and an impressive Hunter Douglas automated shade system. The open-concept floor plan is both functional and inviting, filled with natural light and seamlessly extending to a private paved patio and fenced backyard—ideal for entertaining, quiet outdoor living, or the future addition of a pool or spa. Set within an exclusive four-residence enclave, this low-maintenance property offers a true lock-and-leave lifestyle just minutes from Park Avenue’s premier dining, boutique shopping, Publix, AdventHealth, and everyday conveniences. Additional features include a private two-car garage with EV charging capability and dedicated guest parking. A rare opportunity to own a design-forward residence in the heart of Winter Park.
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION (407-447-2829)
Listing Agent: Amanda Wood (321-229-8389)
1581 MAGNOLIA AVE, WINTER PARK, FL 32789
$1,495,00062 Days on yellowkey MLS ID: O6396118
Bed: 4 Bath: 4.0 Liv Area Sq Ft: 2756 Built: 2005 Tax: $14,857 (2025)Community: Lake Knowles Terrace Add 02Spa: NoSingle Family
Taxes:$14,857
Elementary School: Dommerich Elem
High School: Winter Park High
Middle School: Maitland Middle
Remarks: Beautifully updated with a refined, welcoming feel, this two-story home sits on a charming brick-lined street in the heart of Winter Park, just minutes from the shops, dining and parks that make the area desirable. Natural light fills this home, with four bedrooms and four full baths with custom details throughout including wonderful wood flooring throughout the first level. The well designed open kitchen is inviting centered around an oversized island with a beverage refrigerator, granite countertops, new backsplash, five-burner gas range with double ovens, range hood, pantry and abundant wood cabinetry. It flows easily into the family room with a gas fireplace and views of the private backyard and covered patio creating an expanded everyday living space. A separate dining room with a custom wainscoting accent wall offers a polished yet relaxed setting for gatherings, while the nearby laundry room features a butcher block countertop, custom shelving and excellent storage. The first floor bedroom, currently used as a playroom, sits next to a marble-floored full bath and works equally well as an office, gym or guest space. Upstairs, a cozy landing provides an additional flex area, while the attractive and spacious renovated primary bath includes dual sinks, granite counters, a soaking tub, separate walk-in shower and a huge walk-in closet. Two additional bedrooms share a new Jack and Jill bath each with its own separate sink area. Storage is thoughtfully integrated throughout with custom closets and additional space under the stairs, complemented by plantation shutters, crown molding and substantial baseboards on the main level. The detached guest house adds rare versatility with its full bath, custom cabinetry and large walk-in closet, ideal for guests, a private office or creative studio. A long matching pavered driveway provides ample parking and completes the home’s distinctive curb appeal. Zoned for top-rated Dommerich Elementary, Maitland Middle and Winter Park High. Schedule your private showing today and experience a home that stands apart from the ordinary. You will love living here!
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Jo Ann Lamar (321-231-0052)
2240 VENETIAN WAY, WINTER PARK, FL 32789
$3,500,00024 Days on yellowkey MLS ID: O6413398
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 4036 Built: 2011 Tax: $26,300 (2025)Community: Maitland Shores 1St AddSpa: NoSingle Family
Taxes:$26,300
Remarks: Positioned on a quiet canal, this exceptional property features a covered boat dock with lift, offering effortless access to the renowned Winter Park Chain of Lakes. This home, built by Liberty Development, with 4-bedrooms plus two bonus rooms blends elegance with comfortable everyday living. The main level offers a dedicated office area, formal dining room, and an inviting gathering room with gas fireplace, all flowing seamlessly into the stunning chef’s kitchen. Designed for entertaining, the kitchen features two large islands, exotic granite countertops, under-cabinet lighting, and premium Thermador appliances including a 6-burner gas range with griddle. The walk-in butler’s pantry has a beverage cooler and ice maker adds both style and functionality. The adjoining breakfast area is framed by grand windows overlooking the pool, cabana, and canal. The luxurious downstairs primary suite enjoys tranquil water views and a spa-inspired bath with travertine stone floors, marble counters, custom cabinetry, soaking tub, walk-in shower with steam and generous closet space. Upstairs you’ll find three additional bedrooms and a spacious bonus room, while a separate bonus suite above the garage provides future space for a media room, gym or guest retreat. The interior of the home is highlighted by hardwood floors, plantation shutters, decorative moldings and designer lighting throughout. The outdoor living area is equally impressive. French doors open to a covered porch with classic Old Winter Park brick, leading to a travertine-surrounded pool and private cabana with a wood-burning fireplace. Exterior highlights include a metal roof, durable cement board siding and wooden shutters. Don’t miss this limited opportunity to have immediate and easy access to the coveted Winter Park Chain of Lakes. *Some photos have been virtually staged*
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Johnny Hurlburt (407-579-3168)
2829 ALOMA, WINTER PARK, FL 32792
$579,00059 Days on yellowkey MLS ID: O6404107
2 Days Off yellowkey (back on 6/5/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1821 Built: 1963 Tax: $4,277 (2025)Community: Winter Park EstatesSingle Family
Taxes:$4,277
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Under contract but accepting back up offers – 2829 Aloma Avenue, Winter Park This is the one you’ve been waiting for. A completely remodeled home with a private pool in one of the most desirable areas of Central Florida—all for under $600,000. Enjoy the perfect blend of modern upgrades and unbeatable location, just minutes from top-rated restaurants, shopping, excellent schools, and everything that makes Winter Park so special. 4 Bedrooms + Den 2 Bathroom 1,821 Sq Ft Private Pool (Resurfaced) + New Pump Fully Renovated Homes like this don’t come around often—whether you’re looking for your primary residence or a smart investment, this property checks every box. If you want a home that delivers both lifestyle and location, this is your opportunity. ?? Message me today for more details or to schedule your private showing before it’s gone!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Roberto Silva (407-493-3683)
508 DUNRAVEN DR, WINTER PARK, FL 32792
$595,00027 Days on yellowkey MLS ID: O6412363
0 Days Off yellowkey (back on 6/5/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1370 Built: 1958 Tax: $2,281 (2025)Community: Kenilworth Shores Sec 03Single Family
Taxes:$2,281
Elementary School: Brookshire Elem
Middle School: Glenridge Middle
Remarks: Welcome to this stylishly renovated ranch-style pool home in Kenilworth Shores, a special Winter Park neighborhood known for its connected community, central location, and easy access to everything people love about Winter Park. This beautifully renovated 3-bedroom, 2-bath home sits on nearly a quarter-acre lot and offers the perfect blend of style, comfort, and outdoor living. Step inside and you'll immediately feel the warmth of the home. The renovated kitchen is truly the heart of the space, beautifully designed with stylish tile backsplash, stainless steel appliances, mission style cabinetry, bar seating, and an additional coffee or wine bar area that makes the space feel both functional and elevated. Open to the living room, the kitchen creates an easy flow for everyday living and entertaining. The home has been thoughtfully updated throughout with new flooring, plantation shutters, renovated bathrooms, and designer touches that give the home a fresh, modern feel while still keeping all the charm of a classic Winter Park ranch. A dining room along the back of the home offers views of the yard and access to the covered lanai and custom pergola overlooking the pool. This is truly a backyard retreat! The sparkling pool is surrounded by pavers, lush landscaping, bamboo for privacy, and a fully fenced yard. The covered lanai and custom pergola create the perfect setting for morning coffee, quiet evenings, or hosting friends by the pool. This is the kind of backyard that makes Florida living feel easy. A large storage area and laundry room provide extra space for bikes and yard tools just off the carport. The bedrooms are tucked together along the hall, with the primary bedroom positioned on the back of the home for privacy, with an additional bathroom featuring an updated vanity and shower and a door to the pool area. The additional bedrooms share the hall bathroom with stylish modern updates including all new tile, a frameless glass shower, vanity, and fixtures. The thoughtfully designed spaces feel modern while also remaining timeless and classic. Other notable additions over the years include a metal roof, irrigation on well, lush landscaping, and a refinished pool with tile surround. The 2-car carport provides plenty of covered parking for rainy days! Located in the City of Winter Park, this home offers incredible access to Park Avenue shopping and dining, Audubon Park with Michelin-star restaurants and local favorites, Sprouts Market, Lake Baldwin Dog Park, nearby parks, coffee shops, boutiques, and more. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High. Cady Way Park is nearby with a community pool, baseball fields, a playground, pickleball courts, and miles of recreational and bike trails. Style, location, privacy, sparkling pool! This Winter Park home checks all the boxes. Schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Kathryn Stelljes (407-982-7240)
1521 HERON WOOD PL, WINTER PARK, FL 32792
$860,000143 Days on yellowkey MLS ID: O6379884
REDUCED by $65,000 (7.0%) on 06/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 3950 Built: 1983 Tax: $6,494 (2024)Community: NoneSpa: YesSingle Family
Taxes:$6,494
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Ronald Trotter (321-331-1585)
2333 WESTMINSTER CT, WINTER PARK, FL 32789
$699,00043 Days on yellowkey MLS ID: O6407054
REDUCED by $20,000 (2.8%) on 06/04/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1877 Built: 1948 Tax: $6,723 (2025)Community: Glencoe SubSingle Family
Taxes:$6,723
Remarks: Settled on a rare double lot in the heart of Winter Park, this 4-bedroom, 2-bath home delivers the Florida lifestyle you've been waiting for–without a single item on your to-do list. Resort style pool with Travertine pavers, renovated in 2025– brand new and ready for summer. Inside, a complete renovation in 2020 touched every corner of the home. Every major system has been replaced within the last five years– roof, A/C, plumbing, flooring, septic tank and drain field, driveway, appliances, and the kitchen– giving you true move-in confidence that's rare at any price point. Step outside your door and Lake Killarney is just a short stroll away, offering quiet waterfront sunsets and morning walks that feel like a private retreat. The surrounding Winter Park neighborhood puts acclaimed dining, boutique shopping, and everyday conveniences within minutes, all within one of Central Florida's most sought-after zip codes. Properties with this combination of lot size, updates, and outdoor living don't stay available long. Schedule your private showing and start planning your first poolside gathering.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ernest Middleton (321-231-5698)
2779 SANBINA ST, WINTER PARK, FL 32789
$429,000108 Days on yellowkey MLS ID: O6388746
1 Days Off yellowkey (back on 6/4/2026)
REDUCED by $10,000 (2.3%) on 05/29/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1405 Built: 1960 Tax: $5,629 (2024)Community: Howell HeightsSingle Family
Taxes:$5,629
Remarks: Under contract-accepting backup offers. Rare opportunity in the heart of 32789 — priced under $500K, this 3-bedroom, 2-bathroom Winter Park home delivers the location, lot, and bones that buyers in this zip code rarely find at this price point. Zoned for Dommerich Elementary and Winter Park High School and situated on a generous 0.23-acre lot, this is the one worth moving quickly on. Upon entry, a sun-drenched living room leads to a formal dining room, which connects to a secondary living area perfect for entertaining. The open kitchen features granite countertops, stainless steel appliances, and a casual eat-in area, while refinished terrazzo floors run throughout the home adding character and easy-care durability that's quintessentially Florida. 2021 roof and HVAC mean the big-ticket items are already done. Step outside to a large screened-in patio overlooking a spacious backyard with plenty of room to add a pool or expand. One or more photo(s) was virtually staged. Minutes from Park Avenue and Downtown Winter Park's incredible restaurants and fantastic shopping, Rollins College, UCF, AdventHealth Winter Park, Downtown Orlando, and more.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Caroline Fiore (407-538-2381)
1340 BLUE STEM LN, WINTER PARK, FL 32792
$724,900181 Days on yellowkey MLS ID: O6365415
0 Days Off yellowkey (back on 6/4/2026)
REDUCED by $5,000 (0.7%) on 04/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2022Monthly Fee: $235 Tax: $6,594 (2025)Community: Landings At Hawks CrestSingle Family
Taxes:$6,594
Remarks: Under contract-accepting backup offers. Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today.
Listing Agent: Beth Hobart (407-227-8192)
715 S RANGER BLVD, WINTER PARK, FL 32792
$695,00034 Days on yellowkey MLS ID: O6410899
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2312 Built: 1967Monthly Fee: $4 Tax: $2,773 (2025)Community: Winter Park PinesSingle Family
Taxes:$2,773
Elementary School: Aloma Elem
Remarks: Welcome to your dream home in the highly sought-after community of Winter Park Pines! This beautifully maintained 4-bedroom, 3-bathroom residence offers 2,312 square feet of comfortable and stylish living space ideally designed for modern and multigenerational lifestyles. The recently remodeled primary suite is a true retreat, featuring new carpeting and tile flooring, dual granite vanities, an oversized walk-in shower with modern, upgraded fixtures, a new water closet, and thoughtful contemporary finishes throughout. Inside, you’ll find timeless architectural charm which includes a formal dining room, three spacious living areas, louvered window shutters, and elegant hardwood flooring. One of the living spaces is highlighted by a stunning brick fireplace overlooking the beautiful private pool area and fully fenced backyard — creating the perfect setting for entertaining, family gatherings, or simply unwinding in your own backyard oasis. In addition, this spectacular residence also boasts tasteful landscaping touches for exceptional curb appeal, a large two-car garage with electric opener, a newer shingle roof replaced in late 2023, and fresh interior paint throughout the home. Ideally located near Winter Park Pines Golf Club, Cady Way Trail, Ward Park, Showalter Field, tennis and pickleball courts, top-rated schools, and the many shopping and dining destinations of Park Avenue and historic downtown Winter Park. Don’t miss this rare opportunity to own a true Winter Park gem — schedule your private showing today!
Listing is courtesy of: DAHLIA REALTY GROUP (689-777-4111)
Listing Agent: Chuck Tolfa (407-782-3518)
802 HAMILTON PLACE CT, WINTER PARK, FL 32789
$1,324,00073 Days on yellowkey MLS ID: O6398373
REDUCED by $25,000 (1.9%) on 06/04/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2843 Built: 2018Monthly Fee: $142 Tax: $9,300 (2025)Community: Hamilton PlaceSpa: YesSingle Family
Taxes:$9,300
Elementary School: Lakemont Elem
Remarks: Built in 2018, this beautifully designed 4-bedroom, 3.5-bath home offers 2,843 square feet of refined living in a prime Winter Park location, walking distance to Park Avenue and the renowned Winter Park 9 golf course. Thoughtful architectural details set it apart, including shiplap ceilings in the living room and kitchen, decorative ceiling finishes in the bedrooms, and a striking tile staircase wall enhanced by natural light. The open-concept layout centers around a chef’s kitchen with Wolf and Sub-Zero appliances, custom cabinetry, and Kohler fixtures—perfect for everyday living and entertaining. The primary suite features a spa-inspired bath with a marble shower, while secondary baths include Kohler and Rohl fixtures. An upstairs bonus room adds flexible living space. Enjoy a private pool, oversized two-car garage with storage, and an extended driveway for ample guest parking. Additional features include dual Carrier HVAC systems, custom window treatments, and elegant Bevolo gas lanterns that create a warm, upscale presence at night. This home offers a rare combination of style, comfort, and walkable convenience in one of Winter Park’s most desirable areas.
Listing is courtesy of: FLORIDA CAPITAL REALTY (786-953-5870)
Listing Agent: Jacob Theisen (407-908-1735)
676 DUNBLANE DR, WINTER PARK, FL 32792
$699,000206 Days on yellowkey MLS ID: O6365557
0 Days Off yellowkey (back on 5/26/2026)
REDUCED by $51,000 (6.8%) on 05/12/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 1962 Tax: $5,584 (2024)Community: Kenilworth Shores Sec 04Single Family
Taxes:$5,584
Remarks: Under contract-accepting backup offers. !! PRICE IMPROVEMENT!! This meticulously maintained POOL HOME located in the highly desirable Kenilworth Shores community could be YOURS! 3 Beds | 2 Baths | Bonus Room | This classic ranch-style residence offers a spacious and functional layout with three well-appointed bedrooms, two full bathrooms, a formal living room, dining area, and a bright breakfast nook. An additional bonus room provides flexible use — ideal as a home office, creative studio, workout space or playroom — all with tranquil views of the pool and backyard. The property features a beautifully landscaped, fully fenced yard and a private pool area, perfect for entertaining, relaxing, or enjoying the Florida lifestyle. Originally updated in 2012, the home benefits from a well-balanced and comfortable floorplan, complemented by key mechanical upgrades including a newer HVAC system and roof, and a brand-new water heater installed in 2024. With these major updates already completed, the property is truly move-in ready — offering peace of mind and lasting value. Don’t miss your opportunity to own a beautifully maintained home in a location that continues to deliver on both lifestyle and convenience. Zoned for Brookshire Elementary, Glenridge Middle, and Winter Park High, the location also offers close proximity to top institutions and amenities, including Rollins College (2.3 miles), Full Sail University (2.4 miles), AdventHealth Winter Park (0.9 miles), and the VA Medical Center (1.3 miles). Outdoor enthusiasts will appreciate the nearby Cady Way Trail, Blue Jacket Park, and Lake Baldwin, all within a short drive, offering walking paths, open green space, and recreational opportunities. ASSUMABLE VA LOAN at 2.25% Interest Incredible opportunity to assume the seller’s VA mortgage at just 2.25% interest. Just minutes from the vibrant centers of Baldwin Park and Park Avenue, this property provides convenient access to an array of restaurants, boutique shops, cafés, and year-round events. 676 Dunblane Drive is a rare opportunity to own a well-located, move-in-ready home in one of Winter Park’s most established and sought-after neighborhoods. Book your private showing TODAY!
Listing is courtesy of: BALDWIN PARK REALTY LLC (407-986-9800)
Listing Agent: Emma Kaplan (407-942-7542)
1161 VALENCIA AVE, WINTER PARK, FL 32789
$3,995,000312 Days on yellowkey MLS ID: O6330736
REDUCED by $80,000 (2.0%) on 05/29/2026
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4181 Built: 2021 Tax: $30,421 (2024)Community: Valencia TerraceSpa: YesSingle Family
Taxes:$30,421
Remarks: Conveniently situated near the Winter Park Country Club, this contemporary masterpiece, built by premier builder Z Properties, offers the ideal mix of style, comfort, and modern living. Meticulously maintained with great inspection. Completed in 2021, the residence has 4,181 square feet of thoughtfully designed living space, including four bedrooms each with a private ensuite bath and an additional powder room. A 412-square-foot casita with a wet bar and private entrance completes its functionality by providing extra flexibility, perfect for guests, extended family, workspace or workout area. The interiors showcase timeless design with high ceilings, glass walls, and carefully curated finishes. The chef’s kitchen and butler’s pantry pair handcrafted cabinetry and stone surfaces with professional-grade appliances, flowing seamlessly into open living and dining spaces designed for both everyday living and entertaining. Outdoors, a 65-foot lap pool anchors the private backyard retreat, complemented by a covered lanai, marine-grade summer kitchen, fireplace lounge, tree garden and lush landscaping. Solid block construction, advanced state-of-the-art home systems, and a climate-controlled two-car garage with an extended hidden driveway highlight the home’s privacy, quality, and convenience. With a distinct European vibe under canopy trees and cobblestone streets in the desirable Valencia Terrace neighborhood, this home is just moments from Park Avenue’s boutiques, fine dining, Rollins College, the Farmers’ Market, and the Morse Museum. Zoned for top-rated Winter Park schools, it offers both luxury and practicality in one of Central Florida’s most sought-after communities.
Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)
Listing Agent: Lisa Mahjoub (321-217-9965)
2823 WRIGHT AVE, WINTER PARK, FL 32789
$899,900108 Days on yellowkey MLS ID: O6390670
0 Days Off yellowkey (back on 6/3/2026)
REDUCED by $30,000 (3.2%) on 05/07/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1536 Built: 1958 Tax: $9,119 (2025)Community: Lake Forest ParkSingle Family
Taxes:$9,119
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: Rare opportunity to own a beautifully upgraded lakefront property on half acre in one of Winter Park's most desirable locations. This homesite offers the perfect setting to enjoy the current residence or build your future dream home! When you step inside you'll find a thoughtfully updated kitchen featuring high-end appliances, custom cabinetry, and designer finishes. The home boasts new windows that fill the space with natural light and frame serene lake views, as well as a brand new roof and AC offering peace of mind for years to come. Split floor plan with 3 large bedrooms and each has a walk-in closet. Step outside and take in the beautifully landscaped yard, complete with mature trees and plenty of space and privacy. Whether you’re sipping coffee by the water or hosting friends for a sunset BBQ, this home is made for living the good life! Zoned for A rated schools. Situated on a quiet street yet just minutes from Winter Park and Baldwin Park dining, shopping, parks and culture. Call today before it's gone!
Listing is courtesy of: TAL BUSIDAN PA (407-227-3001)
Listing Agent: Tal Busidan (407-227-3001)
1351 MAGNOLIA AVE, WINTER PARK, FL 32789
$3,100,00059 Days on yellowkey MLS ID: O6404105
0 Days Off yellowkey (back on 5/1/2026)
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3460 Built: 2026 Tax: $9,720 (2025)Community: Lake Knowles Terrace Add 02Single Family
Taxes:$9,720
Remarks: Under Construction. Just completed and ready to impress, this stunning custom-built residence delivers elevated design and effortless luxury in one of Winter Park’s most sought-after locations. Featuring 5 bedrooms and 4.5 bathrooms, this home blends timeless architecture with a fresh, curated aesthetic. From the moment you step inside, you’re greeted by warm wood flooring, custom millwork, and designer lighting that create a sophisticated, inviting atmosphere. The open-concept layout flows beautifully, centered around a showpiece kitchen with custom cabinetry, premium finishes, and an oversized island that anchors the space—perfect for gathering and entertaining. The great room is highlighted by a striking fireplace wall, adding depth and character. The first-floor primary suite offers a serene, private retreat, while a dedicated office with a full bath provides flexibility for guests or a refined work-from-home space. Upstairs, spacious secondary bedrooms and additional living areas offer comfort and privacy for family and visitors. Step outside to your own resort-style escape, complete with a sparkling pool, covered lanai, and fully equipped summer kitchen designed for seamless indoor-outdoor living. Ideally located just minutes from Park Avenue, top-rated schools, dining, and shopping, this newly completed home is a rare blend of style, comfort, and location.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Nick Mckee (407-913-0171)
3114 HEARTLEAF PL, WINTER PARK, FL 32792
$685,000100 Days on yellowkey MLS ID: S5146048
REDUCED by $14,900 (2.1%) on 06/02/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2702 Built: 1999Monthly Fee: $18 Tax: $6,737 (2024)Community: Lost CreekSpa: NoSingle Family
Taxes:$6,737
Remarks: Tucked away on a rare and breathtaking .96-acre homesite, this one-of-a-kind property in Lost Creek offers a setting that feels more like a private nature retreat than a suburban neighborhood. Surrounded by protected wooded conservation land and stretching back to the serene Howell Creek, this home delivers unmatched privacy, beauty, and a daily connection to nature. From the moment you arrive, you’ll notice the peaceful ambiance—towering trees, lush greenery, and the soothing backdrop of untouched landscape. Inside, the home features a spacious and inviting layout with approximately 4 bedrooms and 3 bathrooms, designed for both comfortable living and effortless entertaining. Large windows frame picturesque views of the wooded backdrop, filling the home with natural light and bringing the outdoors in. The kitchen flows seamlessly into the main living areas, while the split floor plan offers privacy for the primary suite, complete with tranquil views of the conservation area. Step outside to your backyard oasis where you can unwind, host gatherings, or simply enjoy the sights and sounds of nature along Howell Creek. Opportunities like this are incredibly rare—nearly an acre of protected land, no rear neighbors, and a location just minutes from everything Winter Park has to offer. Experience the perfect balance of privacy, space, and convenience in this truly special home.
Listing is courtesy of: CHAMPION HOMES (863-420-0007)
Listing Agent: Nadia Kurakin (509-981-9819)
610 ELLENDALE DR, WINTER PARK, FL 32792
$399,00031 Days on yellowkey MLS ID: O6411325
1 Days Off yellowkey (back on 6/2/2026)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1359 Built: 1957 Tax: $2,321 (2025)Community: Winter Park EstatesSingle Family
Taxes:$2,321
Remarks: Under contract-accepting backup offers. Discover timeless charm and modern comfort in this beautifully maintained 4-bedroom, 3-bath home built in 1957, located in one of the most highly desirable areas of Winter Park. Nestled along picturesque, tree-lined streets, this property offers the perfect blend of classic character and thoughtful updates. Step inside to find a recently remodeled kitchen featuring top-of-the-line appliances, ideal for both everyday living and entertaining. The spacious layout provides generous living areas and comfortable bedrooms, making the home perfect for families or anyone seeking extra space. Major updates provide peace of mind, including a newer AC system, roof replaced in 2010, and updated plumbing. Outside,the private backyard retreat is designed for relaxation and gatherings, complete with a cozy fire pit and a versatile accessory unit—perfect for guests, a home office, or rental potential. Located within an excellent school district and just minutes from popular restaurants, boutiques, andshopping, this home offers the best of Winter Park living—charming neighborhood appeal with convenient access to everything you need. A rare opportunity to own a classic home in one of Central Florida’s most sought-after communities.
Listing is courtesy of: 4 ACRE REALTY LLC (407-963-7850)
Listing Agent: Amy Fouraker (407-963-7850)
1516 MILLER AVE, WINTER PARK, FL 32789
$1,549,90028 Days on yellowkey MLS ID: O6412745
0 Days Off yellowkey (back on 6/1/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3144 Built: 2026 Tax: $4,868 (2025)Community: LawndaleSpa: NoSingle Family
Taxes:$4,868
Remarks: New Construction!!! Escape the hassle of searching endlessly for your dream home in today's competitive market. Embrace the allure of new construction – Nestled in the vibrant Winter Park Grove neighborhood, this modern masterpiece awaits, promising a lifestyle of unparalleled comfort and convenience. Prime Location - Situated just minutes away from the bustling energy of Park Avenue this exceptional residence offers the ultimate in urban living. Explore local cafes, boutique shops, and entertainment venues with ease, all within walking or biking distance from your doorstep. Step inside to discover a world of contemporary elegance, where every detail has been meticulously crafted to perfection. The open floor plan seamlessly blends style and functionality, creating an inviting atmosphere that's perfect for both relaxation and entertainment. Boasting four spacious suites, including a lavish primary retreat on the main level, this home provides unparalleled comfort for you and your guests. Upstairs, two additional suites await, along with a versatile bonus room that can be transformed to suit your lifestyle – whether as a home office, gym, second living room, or fifth bedroom. Indulge your culinary passions in the gourmet kitchen, equipped with top-of-the-line Bosch appliances, including a 36" gas cooktop, built-in microwave, wall oven, French door refrigerator, and a wine fridge. With its sleek design and premium finishes, this kitchen is sure to inspire your inner chef. Step outside to your own private oasis, where a spacious lanai beckons you to unwind in style. Fire up the grill in the fully equipped outdoor kitchen, complete with a grill, sink, and refrigerator, and take a refreshing dip in the sparkling pool – the perfect setting for al fresco gatherings with family and friends. Pictures are of a previous model of the same plan- finishes and specifications are subject to change
Listing Agent: Kim Griffin (407-314-5033)
1627 MIZELL AVE, WINTER PARK, FL 32789
$3,300,00043 Days on yellowkey MLS ID: O6406300
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3421 Built: 2026 Tax: $11,211 (2025)Community: Sylvan Lake ShoresSingle Family
Taxes:$11,211
Remarks: One or more photo(s) has been virtually staged. Under Construction. Under construction. Experience approachable luxury combined with wellness-focused living in this newly crafted masterpiece by Urban Perch, a boutique home builder. In downtown Winter Park, this stunning new construction home offers 3,421 square feet of elegant, efficient living area. The primary residence features four bedrooms plus a generous flex space, the perfect office, home gym or playroom and 4.5 baths with designer fixtures and finishes. A separate casita with a full bath provides additional space for multigenerational living or as a private guesthouse. Upon entering, you are greeted by an expansive open-plan living area with soaring ceilings that effortlessly blends sophisticated style with indulging comfort. The kitchen is a culinary dream, equipped with Le Cornue and Monogram appliances, marble and quartzite countertops and a separate scullery with plenty of storage and ample prep space. The kitchen opens to one of the main living areas, featuring a precast concrete fireplace surround with exquisite millwork details, forming a focal point leading up to the angular ceiling and overhead beams. Engineered hardwood floors throughout and curated specialty tiles in wet spaces ensure the home maintains a clean, classic and modern feel. Floor-to-ceiling French doors and oversized sliders invite natural light and offer views of the beautifully landscaped grounds, including a sparkling heated saltwater pool and fully equipped outdoor kitchen. This wellness home incorporates advanced features to ensure a healthy living environment, from air and water purification systems to specialty lighting, all designed to promote a balanced lifestyle. Just moments from charming parks, highly rated restaurants and boutique shopping, 1627 Mizell Avenue is more than just a home, it’s a sanctuary. With excellent accessibility and a vibrant community, this is an ideal setting for those seeking a blend of suburban tranquility and urban convenience.
Listing Agent: Bianca Khoury (407-797-1121)
7393 GRAND AVE, WINTER PARK, FL 32792
$325,00084 Days on yellowkey MLS ID: S5147029
INCREASED by $125,000 (62.5%) on 06/01/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1518 Built: 1983 Tax: $4,367 (2024)Community: Oakcrest-516Single Family
Taxes:$4,367
Remarks: Short Sale. Short Sale – Subject to Lender Approval. Exceptional investment opportunity in the desirable Winter Park area. This property offers strong potential for value-add through renovation or repositioning. Located in an established community with no HOA, the home sits on a generously sized lot, providing flexibility for improvements and long-term upside. The current layout presents a solid starting point for updates, making it suitable for rental income, resale, or portfolio expansion. Conveniently positioned near shopping, dining, parks, and major roadways, with access to highly regarded schools and surrounding amenities. Winter Park continues to experience steady demand, supporting long-term investment potential. Property is being sold as-is. Buyer to verify all measurements, condition, and intended use. Don’t miss this opportunity to secure a property with upside in a sought-after Central Florida location. Highest and Best due April 17th
Listing is courtesy of: DREAM HOME REALTY GROUP AND ASSOCIATES LLC (407-504-7282)
Listing Agent: Latisha Smith (407-504-7282)
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