Location: Winter Park
Do Not Show Listings
2922 REEF KNOT PL, WINTER PARK, FL 32792
$1,149,000359 Days on yellowkey MLS ID: O6316445
0 Days Off yellowkey (back on 5/2/2026)
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 3153 Built: 2019Monthly Fee: $186 Tax: $10,521 (2024)Community: Lake Florence PreserveSpa: YesSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$10,521
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Incredible Value!!! Major price reduction! Private Lakefront Living! Move-in Ready! Wake up to water views, quiet mornings and the kind of lifestyle that rarely becomes available in the Winter Park/Howell Branch area. Set along the shores of a private ski lake- Lake Florence, this single-level lakefront residence offers a serene retreat within an intimate gated enclave of just 28 homes. A setting that feels private and peaceful that is increasingly hard to find. Designed for both everyday comfort and effortless entertaining, the thoughtfully planned 4-bedroom, 3.5-bath layout includes a dedicated office, formal dining room and a desirable three-way split floor plan that provides flexibility and privacy for today’s lifestyle. At the heart of the home, the gourmet kitchen blends beauty and function with quartz countertops, a substantial center island, natural gas cooktop, 42" solid wood cabinetry, walk-in pantry, and a generous butler’s pantry—perfect for hosting or simply enjoying the flow of daily living. Rich wood flooring carries throughout the home connecting the kitchen seamlessly to the light-filled family room and casual dinette area. The primary suite is a true lakefront sanctuary featuring peaceful water views, two walk-in closets and a spa-inspired bath with dual sinks and an oversized shower with dual shower heads. Many upgrades are to be found through out this home such as an extra oversized storage closet, crown molding, custom mud room off of the laundry room, high ceilings, tray accents and abundant natural light to enhance the home’s relaxed, refined feel. Outdoors, the property transforms into a private lakefront escape. Enjoy sweeping water views, a sparkling pool and spa, custom rock waterfall, screened-in lanai and a fully fenced yard framed by tall privacy hedges and mature trees—ideal for quiet evenings or weekend gatherings. Direct lake frontage and access to a nearby community dock complete the lifestyle experience. A three-car garage with a separate AC wall unit offers added versatility—perfect for a workshop, home gym, or additional storage. Thoughtfully positioned, this home represents a rare opportunity to own a lakefront retreat that delivers serenity, lifestyle and value—all within close proximity to shopping, dining and top-rated schools in a prime location!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Ellen Bessette (407-496-0076)
2627 AMBERGATE RD, WINTER PARK, FL 32792
$510,0001176 Days on yellowkey MLS ID: O6093816
Bed: 4 Bath: 3.0 Gar: 1 Liv Area Sq Ft: 1805 Built: 1959 Tax: $4,750 (2022)Community: Winter Park EstatesSingle Family
Taxes:$4,750
Elementary School: None
High School: None
Tax Year: 2022
Middle School: None
Remarks: Price Reduced !! This beautiful and remodeled home is turnkey and ready to move in! Investors -- You will love the cash flow upside with this property. Updated Roof, AC, Exterior Paint, Patio, Garage, Driveway, Fence, Sprinkler System, Lighting, Flooring, Kitchen, and much more. You will enjoy entertaining your guests with this large saltwater pool with cabana, as well as yard space for your pets. Save money with No HOA, in a nice mature community. Smart home comes a split floor plan, and kitchen has a large island with granite countertops. Home features an extended driveway with room for a Small boat, Jet ski or RV. *All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
1351 MAGNOLIA AVE, WINTER PARK, FL 32789
$3,100,00032 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
Tax Year: 2025
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)
2237 WOODCREST DR, WINTER PARK, FL 32792
$490,00032 Days on yellowkey MLS ID: O6404115
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1492 Built: 1959 Tax: $1,919 (2025)Community: Kenilworth Estates 1St AddSingle Family
Taxes:$1,919
Remarks: Value is in the land—an incredible opportunity in the highly desirable Winter Park school district! This property offers a fresh canvas to design and build your dream home exactly the way you envision it. Ideally located just minutes from Baldwin Park, Park Avenue, Full Sail University, and UCF, you’ll enjoy convenient access to some of the area’s best shopping, dining, entertainment, and lifestyle amenities. Whether you’re looking to create a personal retreat or invest in a prime piece of real estate, this location delivers both charm and potential. Don’t miss your chance to secure a homesite in one of Central Florida’s most sought-after areas! Value is in the land
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Nicole Howell (321-217-7918)
200 SAINT ANDREWS BLVD #315, WINTER PARK, FL 32792
$169,000109 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
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Under contract-accepting backup offers. 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)
150 DANA WAY, WINTER PARK, FL 32789
$3,799,00067 Days on yellowkey MLS ID: O6394012
Bed: 5 Bath: 5.0 Gar: 2 Liv Area Sq Ft: 4451 Built: 2026 Tax: $14,010 (2025)Community: CharmontSpa: YesSingle Family
Taxes:$14,010
Elementary School: Audubon Park K8
Middle School: Audubon Park K-8
Remarks: JUST COMPLETED....WINTER PARK / LAKE SUE DISTRICT — A TRUE STANDOUT IN TODAY’S LUXURY NEW CONSTRUCTION MARKET Proudly presented by RARE Builders, a name synonymous with design-forward custom homes that continue to help set and raise the standard in Orlando and Winter Park, this newly completed residence represents a rare opportunity to secure a fully realized custom home in one of the area’s most sought-after neighborhoods. Positioned just steps from Lake Chelton and Lake Sue, and located within a highly desirable Winter Park school district, the setting delivers an exceptional lifestyle in one of Central Florida’s most dynamic and tightly held areas. While new construction inventory exists in today’s market, this home stands apart offering a fresh, cutting-edge architectural vision brought to life through exceptional planning, material selection, and execution. Prominently sited on an elevated homesite with a striking front elevation, the home offers 4,500 square feet of living space, including nearly 3,000 square feet on the ground level alone... a rare and highly functional configuration. The layout is both expansive and intentional, featuring multiple large living spaces, a private ground-floor primary suite, and a well-appointed guest suite/study/flex space. Upstairs, each bedroom is thoughtfully designed with either an en-suite bath or direct access to a full bath, delivering both comfort and privacy throughout. The defining feature of this home...and one rarely seen in the market... is the massive Renlita Floataway door system, which opens an entire wall of the home to seamlessly connect the interior Florida room with the resort-style outdoor living environment. This creates a true four-season entertaining space, transforming the way the home lives and offering a level of indoor-outdoor integration that is both dramatic and highly functional. The outdoor setting is designed as a private resort, complete with a pool, spa, fire and water features, pergola, and summer kitchen... all curated to complement the home’s architectural vision. Inside, the level of finish and design is exceptional. From breathtaking Venetian plaster walls to a dramatic two-story foyer, the home is defined by a refined and highly curated selection of materials, fixtures, and hardware. Every element has been intentionally sourced and executed, resulting in a level of craftsmanship and aesthetic cohesion that is rarely achieved and immediately recognized by discerning buyers. A well-appointed kitchen with walk-in butler’s pantry and thoughtfully designed secondary spaces further enhance both function and livability. Integrated Control4 home automation, audio, and security systems complete the offering. Located just minutes from Downtown Orlando, Winter Park, Park Avenue, Winter Park Village, AdventHealth, and Orlando Health, this home delivers a rare combination of location, design, and execution at the highest level. This is not simply new construction, it is a distinct, design-driven custom residence offering a level of detail, presence, and livability that is truly rare in the current Winter Park market.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Robert Kurzreiter Pa (407-476-4156)
1781 INDIANA AVE #A, WINTER PARK, FL 32789
$545,000111 Days on yellowkey MLS ID: O6381195
REDUCED by $20,000 (3.5%) on 04/14/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1616 Built: 2008Monthly Fee: $464 Tax: $6,026 (2024)Community: Las Casas De IndianaTownhouse
Taxes:$6,026
Elementary School: Killarney Elem
High School: Edgewater High
Middle School: College Park Middle
Remarks: Welcome to 1781 Indiana Avenue, Unit A, a beautifully appointed three-bedroom, two and a half bathroom townhouse nestled in the heart of Winter Park. This inviting residence offers the perfect blend of comfort and convenience, featuring a spacious two-car garage and a private courtyard ideal for morning coffee, outdoor dining, or relaxing in the Florida sunshine. Inside, the thoughtfully designed floor plan provides generous living spaces, well-proportioned bedrooms, and an effortless flow for everyday living and entertaining. Located just minutes from Winter Park’s renowned shopping, dining, parks, and top-rated schools, this home presents an exceptional opportunity to enjoy low-maintenance living in one of Central Florida’s most desirable neighborhoods.
Listing is courtesy of: CARLISLE REALTY, LLC (407-557-4024)
Listing Agent: James Rouadi (407-557-4024)
1354 INDIANA AVE, WINTER PARK, FL 32789
$589,90089 Days on yellowkey MLS ID: O6387500
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1269 Built: 1947 Tax: $5,352 (2024)Community: Metzingers AddSingle Family
Taxes:$5,352
Remarks: One or more photo(s) has been virtually staged. Fabulous location in Winter Park! Completely remodeled from top to bottom this stunning home blends modern design with everyday comfort in a highly desirable Winter Park location. Thoughtfully updated with stylish and contemporary finishes throughout this home offers a bright and open feel that’s perfect for today’s lifestyle. The beautifully renovated interior features a modern kitchen, quartz countertops, soft-close shaker cabinets overlooking the dining room & family room. The updated bathrooms and fresh finishes throughout create a move-in ready home that feels brand new! The spacious layout flows seamlessly into the outdoor living area where you’ll find a large fenced-in backyard with a pavered patio and a cozy fireplace perfect for entertaining, relaxing or enjoying Florida evenings. Located just minutes from shopping, dining, parks, and top Winter Park amenities this property is an excellent opportunity for first-time homebuyers or investors looking for a turnkey home in a prime location. A rare opportunity to own a fully updated home with modern style and a spacious backyard in the heart of Winter Park!
2220 FAIRGLENN WAY, WINTER PARK, FL 32792
$649,90046 Days on yellowkey MLS ID: O6399993
REDUCED by $25,000 (3.7%) on 04/30/2026
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2636 Built: 1986Monthly Fee: $53 Tax: $3,357 (2025)Community: Quail RunSingle Family
Taxes:$3,357
Elementary School: Red Bug Elementary
Remarks: WOW - Price Reduction!!! Experience the perfect blend of classic elegance and modern comfort in this spacious pool home. From the moment you step inside, the open spindle staircase sets a sophisticated tone that carries throughout the residence. In the Heart of the home is an upscale Kitchen equipped with solid wood cabinetry, sleek granite countertops, and a convenient breakfast bar for your morning breakfast or casual dining. Move freely from inside to outside through 3 sets of sliding glass doors in the kitchen, dining room and great room. Just walk out anytime to the massive brick paver patio and enjoy one of the two covered patio areas. The outside is Entertainment ready as the expansive brick pavers wrap around the pool, creating a seamless environment perfect for hosting summer parties or quiet evening dips. On the cool days you can retreat to the family room to enjoy the warmth of the wood-burning fireplace. The primary Suite is a true getaway featuring direct pool access via private sliders, a generous walk-in closet, and a spa-like bath. Indulge in the soaking tub or the walk-in shower with double shower heads. Includes double vanities and ample storage for a clutter-free environment. The upper level will allow family and guests to feel right at home with three spacious bedrooms and a dedicated full bathroom upstairs. You can also rest easy knowing that the Roof was installed in 2018, the Hot Water Heater was installed in 2018, and the HVAC system was installed in 2019. An oversized 2-car garage offers room for a workbench and "toys" plus an inside laundry room and convenient half-bath are located close by. This prime location is ideally situated near A/B-rated schools, UCF, and Oviedo Hospital. Enjoy easy access to the 417 and Aloma Ave with plenty of shopping, Winter Park’s nightlife and the Tuscawilla Country Club just minutes from your front door. If this sounds like YOUR Dream home, please come see it today!
Listing is courtesy of: ELLIS GROUP REALTY, LLC (407-960-4545)
Listing Agent: Jay Lacourt (386-313-5008)
100 S INTERLACHEN AVE #101, WINTER PARK, FL 32789
$1,299,000103 Days on yellowkey MLS ID: O6382597
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1734 Built: 1971 Tax: $9,362 (2025)Community: Cloisters CondoCondo
Taxes:$9,362
Remarks: On the first floor within The Cloisters, this three-bedroom, two-bath residence offers 1,734 square feet of renovated living space in one of Winter Park’s accessible lakefront communities. An oversized tiled patio, partially covered and ideal for outdoor dining or morning coffee, extends the living space and enhances everyday functionality. Renovated in 2021 by Charles Clayton Construction, an award-winning luxury homebuilder, the residence features updated flooring, kitchen, baths, lighting and laundry. Wood flooring flows through the foyer, dining and living areas, while ceramic tile is installed in the bedrooms, and decorative tile in the baths. The kitchen is appointed with high-end appliances and custom solid wood cabinetry, designed for daily living and entertaining. The primary suite offers abundant natural light, a built-in closet and an en-suite bath with dual sinks, walk-in shower and a window providing natural illumination. A hall bath includes a tub-shower combination and additional storage. A sunroom off the third bedroom provides flexible space for a private office, den or reading room. The residence includes one assigned covered carport space and a dedicated climate-controlled storage unit on site. Two blocks from Park Avenue, residents enjoy convenient access to dining, shopping and cultural amenities in a lakefront community setting. The property presents an opportunity for full-time living, luxury downsizing or a lock-and-leave lifestyle in the heart of Winter Park.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)
Listing Agent: Drew Henner (407-406-0662)
726/720 N PENNSYLVANIA AVE, WINTER PARK, FL 32789
$1,185,99934 Days on yellowkey MLS ID: O6402984
Bed: 6 Bath: 0.0 Liv Area Sq Ft: 2282 Built: 2015 Tax: $5,170 (2025)Community: Morseland SubApartment
Taxes:$5,170
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: Opportunities like this don’t come around often, this is currently the only duplex available within walking distance of Park Avenue and just minutes from Rollins College, placing it directly in one of the most consistent, high-demand rental pockets in Winter Park. With two 3-bedroom, 2-bathroom units (6 bedrooms total), this property is ideally positioned for strong, stable income. Live in one unit and offset your mortgage, or lease both units to capitalize on long-term rental demand in a location where inventory remains extremely limited. Each unit is designed for durability and appeal, featuring open-concept layouts, stone countertops, stainless steel appliances, custom cabinetry, and wood and tile flooring throughout, finishes that attract quality tenants while keeping maintenance straightforward. Private, fenced patios extend the living space outdoors, while in-unit laundry and ample parking add everyday convenience that renters actively prioritize. The location is the true driver, just steps from the Winter Park Golf Course and a short walk to Park Avenue’s dining, shopping, and lifestyle. This level of walkability continues to support strong tenant demand and long-term appreciation, particularly in the rapidly growing West End of Winter Park. As an added benefit, the property includes a membership to the Winter Park Country Club, further enhancing its appeal for both owners and tenants. For buyers looking to secure a property that offers immediate usability, consistent rental demand, and long-term upside in one of Central Florida’s most sought-after markets, this is a rare opportunity to check all three boxes in a single acquisition.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Brandon Geers (941-928-5152)
420 OHIO ST, WINTER PARK, FL 32789
$1,360,00035 Days on yellowkey MLS ID: O6399541
Bed: 5 Bath: 5.5 Gar: 2 Liv Area Sq Ft: 3735 Built: 2026 Tax: $1,281 (2025)Community: Karolina On KillarneySingle Family
Taxes:$1,281
Remarks: Pre-Construction. To be built. On a prominent corner lot in the evolving Killarney neighborhood, this offering presents a rare chance to create a custom residence in the heart of the 32789 zip code. Set among a mix of established homes and new construction, the setting reflects the ongoing transformation of the area while remaining close to the amenities that define Winter Park living. The proposed plan features over 3,700 square feet of living space with a layout designed for both everyday comfort and entertaining. Current plans accommodate five bedrooms, five and a half baths, and a dedicated office, with flexibility to tailor the design or incorporate an accessory dwelling unit (ADU) depending on buyer preferences and final approvals. The building process is structured to allow selections to be made through a private showroom experience, offering an opportunity to personalize finishes and design elements throughout. Inside, the home is envisioned with clean architectural lines and a focus on natural light. The kitchen is designed as a central gathering space with quartz countertops, custom cabinetry, and an oversized. The primary suite is planned as a private retreat with a spacious bath, dual vanities, a glass-enclosed shower, and curated tile finishes. Flooring is specified as wide-plank luxury vinyl throughout the main areas, combining durability with a warm, cohesive aesthetic. The lot size and configuration provide the option to design an outdoor living environment, including space for a future pool, subject to final plans. The location offers convenient access to Park Avenue, the Winter Park Chain of Lakes, I-4, and nearby medical facilities, with dining options such as Hillstone within close proximity. Offered at a starting price of $1,360,000, this to-be-built opportunity combines location, flexibility, and a structured customization process for buyers seeking new construction in a well-located, established area. Buyers should verify all specifications, plans, pricing, and timelines with the builder.
Listing Agent: Leighton Hope (407-619-7897)
501 LAKEVIEW AVE, WINTER PARK, FL 32789
$1,390,000319 Days on yellowkey MLS ID: O6325192
Bed: 4 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3253 Built: 2026 Tax: $2,820 (2024)Community: Killarney EstatesSingle Family
Taxes:$2,820
Remarks: MOVE-IN READY! Construction Completed! Brand-new custom construction on coveted Lakeview Avenue marries classic Winter Park charm with crisp, contemporary living. Behind its inviting façade you’ll find an airy two-story layout featuring four bedrooms and 4 ½ baths, including a full en-suite guest retreat on the main level. Three additional bedrooms share the upper floor with a bright loft that easily flexes as a playroom, office, or second lounge. The heart of the home is a chef-ready kitchen outfitted for serious cooking—double wall ovens, a dedicated cooktop, and generous countertop space—anchored by a spacious walk-in pantry and a convenient mudroom drop zone to keep daily life organized. Just beyond, a soaring great room centers on a built-in fireplace, while wide sliders open to a covered rear porch perfect for year-round alfresco dining. Upstairs, every bedroom enjoys direct or semi-private bath access, giving the residence the feel of four private suites, and a dedicated laundry room means no hauling baskets downstairs. Practical perks abound: an oversized two-car garage for gear and golf carts, impact-rated construction engineered to the latest Florida wind code, and full pre-wire rough-ins ready for your preferred appliance and lighting packages. All this sits minutes from Park Avenue’s dining and boutique shopping, Rollins College, and Winter Park’s famous chain of lakes. Schedule your private tour and discover the fresh, low-maintenance lifestyle waiting for you in one of Central Florida’s most sought-after neighborhoods.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Marie Helen Ledbetter (407-286-4363)
7484 CANFORD CT #8, WINTER PARK, FL 32792
$250,00036 Days on yellowkey MLS ID: O6402492
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1578 Built: 1974 Tax: $2,121 (2025)Community: Whisperwood CondoCondo
Taxes:$2,121
Elementary School: Cheney Elem
Remarks: This three-bedroom, three-bath updated Winter Park townhome-style condo is located in a quiet complex, a perfect place to call home. It's just minutes away from the University of Central Florida, Full Sail University, & Valencia College. This location makes an excellent investment for a college (or parents of) student. The upgraded kitchen has granite countertops with a custom sink, newer stainless steel appliances, and a closet pantry. There is a separate dining room that opens onto a very private brick paver patio with a new privacy fence. This unique condo features a flexible layout, an inside utility, and includes the washer & dryer. Modern-design porcelain tile flooring. The home has a large screen porch, which is considered by many in Florida, to be extra living space. There is also a front courtyard that is perfect for a raised bed garden or ???. Highly desired Winter Park schools. A 2-car carport with an ample lockable storage closet. New roof in 2020 and an updated electric system. The complex has a private community pool
Listing Agent: Greg Harrison (407-276-6141)
3245 COLEUS CT, WINTER PARK, FL 32792
$379,90065 Days on yellowkey MLS ID: O6390829
REDUCED by $10,000 (2.6%) on 04/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1529 Built: 1968 Tax: $986 (2024)Community: Eastbrook Sub Unit 14Single Family
Taxes:$986
Remarks: This home sits at the end of a cul-de-sac with an attractive courtyard entry to the 2 car garage. The Kitchen has been updated with new cabinets and tile flooring and the baths all have tile flooring. The Primary Bedroom has Luxury Vinyl Flooring. The screened porch overlooks a spacious fenced backyard that includes a block building (summer cottage) with electric and plumbing that is currently being used for storage. The Roof was replaced in 2022 and the yard has a sprinkler system. Make an appointment to see today!!
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Diane Gerry Pa (407-405-5550)
2384 SUN VALLEY CIR, WINTER PARK, FL 32792
$269,90092 Days on yellowkey MLS ID: O6386755
REDUCED by $5,000 (1.8%) on 04/28/2026
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1983 Tax: $688 (2024)Community: Cedarwood Village 1Condo
Taxes:$688
Elementary School: English Estates Elementary
Remarks: Great opportunity to own this 3 bedrooms, 2 bathrooms single-story, ground level, end unit condo located within the quaint community of Cedarwood Village with a desirable Winter Park address! This light and bright home features vaulted ceilings in the living room, creating an open and airy feel. The kitchen offers an eat-in space, stainless steel appliances, a convenient pass through to the living room, and a laundry closet with washer and dryer included. Enjoy seamless indoor-outdoor living with sliding glass doors leading to a private rear screened-in lanai, plus an additional front patio just off the kitchen. Recent upgrades include new luxury vinyl flooring, a new roof (2023), new A/C ducts and insulation (2023), and full re-plumbing (2021), providing peace of mind for years to come. Two reserved parking spaces are located directly in front of the condo for added convenience. Community amenities include a pool, tennis court, and clubhouse. Ideally located near shopping and dining, Rollins College, Full Sail University, UCF, and major thoroughfares for easy commuting. This move-in ready condo offers comfort, convenience, and value in an unbeatable location!
Listing is courtesy of: URBANISTA BROKERS (407-619-7272)
Listing Agent: Anna Lohr (321-277-4797)
2454 BROOKSHIRE AVE, WINTER PARK, FL 32792
$1,399,00096 Days on yellowkey MLS ID: O6384924
1 Days Off yellowkey (back on 4/28/2026)
Bed: 4 Bath: 3.5 Gar: 1 Liv Area Sq Ft: 2509 Built: 2023 Tax: $11,586 (2024)Community: Brookshire Heights 1St AddSingle Family
Taxes:$11,586
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Welcome to this aesthetic custom luxury home in an unbeatable Winter Park location.From the moment you arrive, the custom landscaping and automated lighting make a statement, day or night.At the center of the home, the chef's kitchen is both a showpiece and a performance space. A commanding 48-inch Z-Line gas range with 8 Italian-made brass burners anchors the room, complemented by Café luxury appliances, a stainless steel refrigerator, quartz countertops, and custom cabinetry. The walk-in pantry with floating shelves and under-shelf lighting adds both beauty and function. An indoor wine bar with built-in cabinetry and wine refrigerator enhances the entertaining experience, while an upstairs beverage station keeps every level equally equipped.The primary suite is a full spa experience. The glass enclosed shower features a rain head, body jets, and handheld fixtures. A soaking tub, dual vanities with quartz counters, and a generously proportioned walk-in closet complete the retreat. Imported aged brass designer light fixtures are included in the sale. Philips Hue smart lighting synchronizes every indoor and outdoor light in one app, and a smart security camera system with fingerprint keypad entry completes the tech package. The outdoor living experience rivals the interior. A covered lanai with a fully equipped summer kitchen, including a built-in grill, dedicated refrigerator, and generous prep space, flows into a landscaped courtyard designed with an Italian villa, Mediterranean feel. As evening falls, intentional landscape lighting transforms the grounds into an intimate setting perfect for al fresco dinners, fireside gatherings, or projecting the big game under the stars. Walk to pickleball courts, athletic fields, and a premier wellness facility. Park Avenue's celebrated boutiques and dining are just minutes away. New construction of this caliber is increasingly rare in Winter Park. Schedule your private showing today. The furniture and décor, curated by a professional design team, are negotiable, making it possible to move in with the full look already in place.
Listing Agent: Norma Gonsalves (407-451-9533)
632 COUNTRY CLUB DR, WINTER PARK, FL 32789
$1,050,000584 Days on yellowkey MLS ID: O6250417
0 Days Off yellowkey (back on 9/29/2025)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 2342 Built: 1952 Tax: $4,638 (2023)Community: Lords SubSpa: NoSingle Family
Taxes:$4,638
Tax Year: 2023
Remarks: Under contract-accepting backup offers. Experience lakeside living in Winter Park, FL with this custom LAKEFRONT PROPERTY on the shores of Lake Killarney, a 234 acre PRIVATE LAKE. There are a limited number of lakefront properties within the City, especially on skiable lakes, so this home presents a unique opportunity. Boasting an EXPANSIVE DOCK, one that’s grander than current building standards allow (but is grandfathered in), this backyard provides an ideal place to launch your water adventures, soak up scenic sunsets, and travel by lake to Hillstone for a meal. The CUSTOM POOL is waiting to be enjoyed! It features a custom waterfall, grotto, built-in seating/table and adjacent koi pond, all with a lake view. Recent updates to the home include: shingled roof (2018), DOUBLE PANE WINDOWS (2015), and HVAC (2016). Travertine and tile floors cover the entire home, there is no carpet. The back family room has multiple French doors and offers an expansive view of the lake. Fireplaces are featured in both the office and living room. The convenience of 632 Country Club is unmatched. It is approximately .6 miles from grocery shopping like Whole Foods and Publix or the Winter Park Village - a vast outdoor mall featuring a 20-screen Regal Cinema, Ruth's Chris Steakhouse and Bar Italia, to name a few. For everyday errands like HomeGoods, or workouts at LA Fitness, there is an even closer shopping plaza. An Interstate 4 (I-4) onramp is approximately 2 miles away. Winter Park is bursting with Old Florida charm and was named #38 historic world destinations in 2008 by National Geographic Magazine. At its heart is Park Avenue, famed for its cobblestoned and tree-lined streets with over 140 boutiques, museums, a train station, and world-class dining. 632 Country Club is approximately 1.5 miles from luxurious Park Avenue and 5 miles from downtown Orlando.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Kristin Duncan (407-274-5911)
1521 HERON WOOD PL, WINTER PARK, FL 32792
$925,000116 Days on yellowkey MLS ID: O6379884
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 3950 Built: 1983 Tax: $6,494 (2024)Community: NoneSpa: YesSingle Family
Taxes:$6,494
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)
121 STEFANIK RD, WINTER PARK, FL 32792
$317,500223 Days on yellowkey MLS ID: A4669103
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1392 Built: 1949 Tax: $3,581 (2024)Community: Slovak VillageSingle Family
Taxes:$3,581
Remarks: A MUST SEE! Beautifully remodeled 3 bedroom 2 bath home. Third bedroom has its own separate entrance as well. Large foyer and living room. Kitchen has beautiful 40 inch cabinets and granite counter tops. Septic system was just replaced in September. Close to everything.
Listing is courtesy of: SAVVY AVENUE, LLC (888-490-1268)
Listing Agent: Moe Mossa (888-490-1268)
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