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HAMILTON PLACE - O6398373 - 802 HAMILTON PLACE CT, WINTER PARK, FL 32789 Just Added on 04/17/2026 5:24PM
$1,349,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
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
QUAIL RUN - O6399993 - 2220 FAIRGLENN WAY, WINTER PARK, FL 32792 Just Added on 04/17/2026 5:21PM
$674,900 | Single Family Home | 4 beds | 2.5 baths | 2 gar
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
GOLFSIDE SEC 03 - TB8498515 - 927 FAIRWAY DR, WINTER PARK, FL 32792 Just Added on 04/17/2026 4:27PM
$699,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Welcome to this beautifully updated home offering the perfect blend of comfort, style and convenience. From the moment you arrive, you’ll notice the inviting tree-lined streets in this quiet residential neighborhood. Step inside to discover a bright, thoughtfully designed layout, filled with natural light, featuring spacious living areas and tasteful updated finishes throughout. The updated, open-concept kitchen is a true centerpiece, complete with modern appliances, ample cabinetry, a generous peninsula, and in eat-in area, ideal for gathering with family and friends. The primary suite provides a relaxing retreat with a recently updated in-suite bathroom and plenty of closet space. Additional bedrooms are generously sized, including a fourth bedroom, perfect for multi-generational living, guests, or a home office. Outside, enjoy a sparkling, screened-enclosed pool, and a private backyard oasis, with plenty of yard space to relax, play, or entertain. Whether you're hosting a weekend barbecue or enjoying a quiet evening, this outdoor space offers endless possibilities. Walk over to the Winter Pines golf course located behind the home, where you can enjoy lunch at the beautifully updated clubhouse, hit the driving range, or enjoy the seasonal community events like Santa in the Park, Movie in the Park, or occasional neighborhood happy hours. Located in the beautiful neighborhood of Winter Park Pines with amenities such as Ward Park, Brookshire Elementary, Winter Park HS, and the Cady Way bike trail, which you can take to Baldwin Park’s main street for shopping and dining, or a stroll around Lake Baldwin. Conveniently located near downtown Orlando, Park Avenue for shopping and dining, or just minutes from the 417 for commuting.
Listing is courtesy of: FLAT FEE MLS REALTY
TOWN OF WINTER PARK - O6400200 - 665 LYMAN AVE, WINTER PARK, FL 32789 Just Added on 04/17/2026 3:27PM
$450,000 | Single Family Home | 3 beds | 2.0 baths
Welcome to this beautifully updated Winter Park bungalow, just steps from Hannibal Square and Park Avenue! This charming 3-bedroom, 2-bath home offers just over 1,100 square feet of thoughtfully renovated living space. The kitchen has been tastefully renovated and upgraded with modern appliances, while tile flooring runs throughout the entire home. Major updates include newer roof, fully replumbed system (completed this month), and a brand-new water heater—giving you true peace of mind. Inside, you’ll love the high ceilings in the living, dining, and kitchen areas, creating a bright and open feel. Large windows flood the home with natural Florida sunlight, and the private rear deck is perfect for relaxing or entertaining. This is a true move-in-ready home in one of Winter Park’s most desirable locations—schedule your showing today before it’s gone!
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC
GREEN OAKS REP - O6398762 - 1701 SUMMERLAND AVE, WINTER PARK, FL 32789 Just Added on 04/17/2026 12:10PM
$4,550,000 | Single Family Home | 5 beds | 5.5 baths | 2 gar
Under Construction. Stunning Winter Park new build by Vimaro Homes in Park Grove.
Listing is courtesy of: ONE LUXURY INTERNATIONAL LLC
TUSCANIA - O6400063 - 2020 VIA TUSCANY, WINTER PARK, FL 32789 1 Day on yellowkey
$4,195,000 | Single Family Home | 4 beds | 4.5 baths | 2 gar
PRESTIGIOUS VIA TUSCANY NEW CONSTRUCTION. If location was a lottery ticket, you just hit the jackpot!!! Welcome to a masterpiece of modern elegance in the heart of the Winter Park Vias. Crafted by the renowned Element Home Builders, this stunning 4,665 sq. ft. estate offers an unparalleled blend of sophistication and comfort. The expansive open-concept floor plan features 5 generous bedrooms, 4.5 luxurious baths, and a dedicated executive office. At the heart of the home, a gourmet chef's kitchen flows seamlessly into a light-filled great room, perfect for grand-scale entertaining. Step outside to your private sanctuary: a brand-new custom pool and a sprawling covered lanai featuring a cozy outdoor fireplace. Situated on a premier corner lot with a brick-lined street, you are just steps away from the Winter Park Racquet Club and minutes from the world-class dining and shopping of Park Avenue. Experience the pinnacle of Winter Park living in a home designed for the most discerning buyer.
Listing is courtesy of: VISTA CAY REALTY COMPANY
CAMPO BELLO - O6400055 - 1830 EDWIN BLVD, WINTER PARK, FL 32789 1 Day on yellowkey
$679,800 | Single Family Home | 3 beds | 2.0 baths | 2 car
Welcome to this beautifully designed and thoughtfully upgraded home that perfectly blends comfort, style, and location. From the moment you step inside, you’ll feel the difference, this is more than a home, it’s an experience. Featuring VAULTED CEILINGS THROUGHOUT, the space feels open, airy, and expansive in a way that’s both inviting and unexpected. Natural light pours in from multiple SKYLIGHTS WITH SOLAR-POWERED BLINDS, creating a warm and uplifting atmosphere from morning to evening while allowing you to set the mood with ease. The heart of the home is the FULLY REMODELED EUROPEAN-INSPIRED KITCHEN, showcasing clean lines, intentional design, and LUXURIOUS CAMBRIA QUARTZ COUNTERTOPS, perfect for both everyday living and entertaining. Enjoy peace of mind with recent upgrades including a 2024 SILENT AMANA AC UNIT, 2025 REFRIGERATOR, 2024 DISHWASHER, and 2023 MICROWAVE, offering modern convenience and efficiency. The home also features DOUBLE PANE WINDOWS, enhancing energy efficiency and comfort year-round, along with ceiling fans in the living room, all bedrooms, and patio for added airflow and ease. Step outside and experience a seamless indoor-outdoor flow, ideal for relaxing or entertaining in your own private retreat. All of this, perfectly positioned in a PRIME LOCATION NEAR SHOPPING, DINING, AND MAJOR HIGHWAYS, while still offering a sense of calm and privacy. This is more than a home… it’s a feeling. Move with Zen. SCHEDULE YOUR SHOWING TODAY!
Listing is courtesy of: ZEN LIVING HOMES LLC
DUBSDREAD HEIGHTS - O6400009 - 811 OVERSPIN DR, WINTER PARK, FL 32789 1 Day on yellowkey
$349,000 | Single Family Home | 2 beds | 1.0 baths | 1 gar
Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-filled 2-bedroom, 1-bath single-family home nestled in the heart of Winter Park. This property offers approximately 700+ square feet of living space on a generously sized lot, providing endless potential for homeowners, investors, or those looking to build their dream home in a prime location. Situated in the sought-after Dubsdread Heights neighborhood, this home is just minutes from downtown Winter Park, College Park, and Orlando’s vibrant dining, shopping, and entertainment districts. The property’s spacious lot offers room for expansion, renovation, or new construction, making it a rare opportunity in one of Central Florida’s most desirable zip codes. Whether you’re a first-time buyer, an investor seeking value-add potential, or someone looking to customize a home in a premium location, this property delivers both charm and opportunity. With strong surrounding home values and continued growth in the area, 811 Overspin Drive is an excellent chance to invest in the future of Winter Park living. Don’t miss your opportunity to own in one of Central Florida’s most sought-after communities!
Listing is courtesy of: RICK SINGH REAL ESTATE
TEMPLE TERRACE - O6396616 - 1807 MAGNOLIA AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$1,199,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar
Positioned as one of the best values currently available for new construction in Winter Park, this exceptional residence by Hamilton Homes seamlessly blends timeless character with the ease and efficiency of modern living. From the moment you arrive, the home makes a lasting impression with its inviting front porch and classic gas lantern, setting a tone that feels both warm and refined. Inside, the home unfolds into a light-filled, thoughtfully designed interior where every detail has been carefully considered. Just off the entry, a versatile space behind double doors offers the perfect setting for a private home office or an additional bedroom, complemented by a full bath nearby for added convenience. White oak engineered hardwood flooring runs throughout, creating a cohesive and elevated feel, while subtle gold accents at key transitions add a layer of understated sophistication. Designed for both functionality and everyday ease, the main living areas flow effortlessly together. The kitchen serves as the heart of the home, featuring stainless steel appliances, a gas range, abundant cabinetry, and a spacious walk-in pantry. It opens seamlessly to the living and dining areas, creating an ideal environment for both casual living and entertaining. Just beyond, French doors lead to a covered lanai and an oversized backyard, offering a natural extension of the indoor living space. A well-appointed mudroom provides a practical drop zone and connects directly to the oversized two-car garage, enhancing daily convenience. Upstairs, the home continues to impress with a thoughtfully arranged layout that prioritizes both privacy and comfort. The primary suite is a true retreat, offering generous proportions, dual vanities, a large walk-in shower, and custom built-in closet systems. Each additional bedroom is equally well-designed, with all closets throughout the home fully finished for optimal organization. Located in a desirable Winter Park setting, This property is in the heart of it all, 2 miles to AdventHealth Winter Park Hospital, less than 10 minutes to Park Ave, and zoned for top-rated schools such as Dommerich Elementary, Maitland Middle, and Winter Park High. This is a rare opportunity to own a brand new home that delivers both character and quality, all while standing out as one of the most compelling values in today’s Winter Park market.
ORWIN MANOR WESTMINSTER SEC - O6399014 - 1741 WESTCHESTER AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$609,900 | Single Family Home | 3 beds | 2.0 baths | 1 car
In the sought-after Orwin Manor neighborhood, this beautifully updated one-story residence offers a seamless blend of comfort, style and convenience. Featuring three bedrooms and two baths, the home showcases an open-concept floor plan enhanced by engineered wood flooring that extends throughout every room, creating a cohesive and inviting living environment. The kitchen is thoughtfully updated with quartz countertops, refreshed cabinetry, newer appliances and a charming breakfast nook, ideal for casual dining. The living spaces flow effortlessly to a wonderful enclosed porch, providing additional year-round enjoyment, with direct access to an open brick-paver patio complete with a firepit, all set in a fully fenced backyard ideal for entertaining or relaxing in privacy. Both baths have been tastefully updated, and a new roof installed in 2021 that adds to the home’s overall appeal and peace of mind. Ideally just minutes from vibrant shopping and dining of downtown Winter Park and College Park, with convenient access to major roadways and the AdventHealth Orlando campus, this home offers exceptional accessibility to all metro Orlando has to offer. Whether as a primary residence or an investment opportunity, this property presents an exceptional offering in a prime, established location.
Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY
WINTER PARK ESTATES - O6399773 - 814 DENSMORE DR, WINTER PARK, FL 32792 1 Day on yellowkey
$425,000 | Single Family Home | 4 beds | 2.0 baths
Welcome to this charming home situated on a spacious lot in a quiet, established neighborhood in Winter Park. From the moment you arrive, you’ll appreciate the inviting curb appeal, expansive front yard, and peaceful setting that make this property feel like home. Inside, the home offers a light and open layout with a seamless flow between the living, dining, and kitchen spaces—perfect for both everyday living and entertaining. The updated kitchen features modern cabinetry, granite countertops, stainless steel appliances, and a functional layout with bar seating, making it both stylish and practical. The bedrooms are comfortably sized with great natural light, offering flexibility for family, guests, or a home office. The bathrooms have been thoughtfully updated, including a beautifully renovated shower with modern tilework that adds a fresh, clean feel. The Florida room in the back creates a relaxing space for drinking coffee or curling up for a family movie night. Step outside to a generously sized backyard with endless potential—whether you envision creating an outdoor entertaining space, adding a pool, or simply enjoying the open green space. With plenty of room to spread out, this yard offers the kind of flexibility that’s hard to find. Conveniently located near local shopping, dining, and major roadways, this home offers both comfort and accessibility. Zoned for great Winter Park schools. Whether you’re a first-time buyer, investor, or looking to downsize, this property presents an incredible opportunity to own a home with room to make it your own.
Listing is courtesy of: ORANGE SLICE PROPERTIES
SYLVAN LAKE SHORES - O6399698 - 1398 GROVE TER, WINTER PARK, FL 32789 1 Day on yellowkey
$2,195,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Welcome to your private slice of paradise, perfectly positioned on a charming brick-lined street in the heart of historic Winter Park. This custom-built estate exudes casual elegance from the moment you step through the grand double door entry, where soaring 12-foot ceilings, rich architectural details, and exceptional craftsmanship immediately set the tone. Thoughtfully designed with a well-balanced and highly functional floor plan, the home offers a seamless blend of formal and informal living spaces ideal for both everyday living and elevated entertaining. At the heart of the home, the pristine chef’s kitchen opens effortlessly to the family room and is outfitted with a built-in Thermador French door refrigerator, custom lighted cabinetry, granite countertops, a six-burner gas range with pot filler, double ovens with warming drawer, and an oversized island designed for gathering. A beautifully appointed butler’s pantry with wine fridge and wet bar creates the perfect transition to the formal dining space. Tucked away for privacy, a dedicated home office or library offers a quiet retreat for work or study. The first-floor primary suite is a true sanctuary, featuring intricate ceiling detail, expansive windows, and private French door access to the outdoor living space. The spa-inspired primary bath includes a jetted tub, dual vanities, and two oversized walk-in closets. Upstairs, three generously sized secondary bedrooms and two additional baths—including a private en suite—provide comfortable accommodations, while a charming Juliet balcony offers picturesque views of the tree-lined street below. Step outside to an exceptional outdoor living experience designed for year-round enjoyment. The covered lanai features a fully equipped summer kitchen with built-in grill, custom copper hood, and beverage fridge for the warmest Florida days. The saltwater pool creates a resort-style setting, surrounded by lush landscaping and enhanced by upgraded lighting and smart technology. This meticulously maintained home has been extensively upgraded, including new HVAC systems for both levels, on-demand water heater, whole-house surge protection, updated LED lighting with dimmer controls, smart home integrations for pool, irrigation, security, and climate, as well as complete interior and exterior repainting with premium finishes. High-end reclaimed maple and beech wood flooring has been installed and is complemented by refined architectural details such as curved archways, custom millwork, and elevated designer fixtures. Additional highlights include a newly created wine room, epoxy-coated garage flooring, central vacuum system, and enhanced exterior features with added awnings and detailed craftsmanship. Situated on a gorgeous lot with added privacy and with garage doors thoughtfully positioned away from the street, this home offers both presence and practicality. Just a short stroll to Lake Mizell and minutes from the renowned dining, shopping, and cultural experiences of Park Avenue, this exceptional property combines timeless design, modern upgrades, and an unbeatable location.
LAKE FOREST PARK - O6396840 - 2361 MULBRY DR, WINTER PARK, FL 32789 1 Day on yellowkey
$2,395,000 | Single Family Home | 4 beds | 4.0 baths | 2 gar
Casa Noir — Brand new construction custom home selected as a 2026 Parade of Homes showcase in Winter Park, and from the street alone, it is not difficult to understand why. 4 bedrooms. 4 full baths. Dedicated office. Loft. 2-car garage. Just under 3,200 sq ft. Custom finishes done to perfection throughout. Inside, the foyer delivers on every promise made at the curb — soaring exposed oak beams, cascading brass pendants, and a sculpted arched alcove. Warm white oak wood floors begin here and do not stop. Anchoring the great room, the fireplace rises floor to ceiling in natural stone, with the kind of presence that makes everything else arrange itself around it. Custom oak built-ins with backlit shelving flank the space. At the far wall, a glass slider opens the room entirely to the pool beyond — where indoor and outdoor living become one. The kitchen is a destination. Custom white oak cabinetry climbs every wall to the ceiling. A full-height illuminated wine rack column. Glass-front uppers. The quartz island stretches across the heart of the room, dressed in brass pendants above and brass hardware at every pull — wide enough to host and intimate enough to linger. A Thor 48-inch gas range commands the room beneath a custom cabinet hood with integrated storage. A walk-in pantry connects both. Dining — connected, but defined. A sculptural alabaster chandelier hangs above a backlit arched niche. Easy for everyday. Elevated for hosting. Mudroom with a floating oak bench. Laundry finished in sage green cabinetry, quartz counters, and a matte black sink. Then the primary suite — and Casa Noir reaches its second act. An oak beam tray ceiling. A crystal chandelier on a brass canopy. The bath features floor-to-ceiling stone tile, a freestanding soaking tub, dual brass shower heads, and two independent floating fluted oak vanities, LED-lit at the base. The walk-in closet completes the space — floor-to-ceiling shelving, double hanging zones, and a built-in window seat. The office features moody charcoal walls, exposed oak beams, full-height wainscoting, steel-and-glass double doors, and a walk-in closet that allows it to function as a fifth bedroom when needed. The pool bath includes a fluted oak vanity with LED base lighting, terrazzo flooring, a ribbed tile shower, frameless glass, and brass throughout. Upstairs, a black steel staircase beneath a cascading glass disc chandelier leads to the loft. Three bedrooms follow — the ensuite finished in designer teal mosaic tile with brass fixtures and a frameless glass shower; the remaining two share a Jack-and-Jill bath with dual oak vanities, a herringbone tub surround, and brass throughout. Outside, a tongue-and-groove covered lanai anchors a fully built-in outdoor kitchen. Pavers lead to a crystal blue pool — a spa-resort setting that makes every weekend feel like a getaway without leaving home. Zoned for top-rated Audubon Park K-8 and Winter Park High School. Prime Winter Park location — minutes to Park Avenue, Rollins College, and more. Schedule your showing today.
Listing is courtesy of: COMPASS FLORIDA LLC
EASTBROOK SUB UNIT 13 - O6398772 - 1905 BONANZA CT, WINTER PARK, FL 32789 1 Day on yellowkey
$490,000 | Single Family Home | 4 beds | 2.0 baths | 2 gar
This beautifully updated 4-bedroom, 2-bath bungalow with a 2-car garage sits on a quiet cul-de-sac and underwent a major renovation in 2023. Nearly every big-ticket item has been replaced, including the roof, A/C, water heater, and double-pane windows-giving you peace of mind for years to come. The home also features a fully updated kitchen with new cabinets, countertops, and a complete appliance package—refrigerator, dishwasher, range, range hood, and microwave—along with new carpeting, ceiling fans, and a new front door. Inside, the spacious family room includes custom built-ins, offering an abundance of storage. Both bathrooms have been tastefully remodeled. The primary bath features a beautiful walk-in shower and dual sinks, while the guest bath offers dual sinks, a jetted tub, a linen closet, and convenient access to the pool area. Step outside to an oversized, fully fenced backyard where you’ll find a sparkling screened-in pool and a large covered patio with an extended overhang—perfect for relaxing or entertaining year-round. And best of all…No HOA! Conveniently located minutes from Downtown Winter Park, key highways, shopping and within an hours drive of all the major theme parks and Orlando International Airport. Welcome Home!
Listing is courtesy of: REAL LIVING R E SOLUTIONS
COMSTOCK PARK - O6399348 - 1661 WOODLAND AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$1,300,000 | Single Family Home | 3 beds | 3.5 baths | 2 gar
Under contract-accepting backup offers. Beauifully rennovated property on coveted brick street in PRIME Winter Park Location! This exceptional 3-bedroom, 3.5-bath home sits on a generously sized, fenced, private lot—perfect for entertaining or family living. Every inch of this residence has been thoughtfully updated, featuring 3-zone AC, updated plumbing, electrical, windows, foam insulation, and 2022 roof. Inside, luxurious designer touches abound. You're welcomed by an elegant foyer with Calacatta gold marble flooring and designer sphere lighting. The open-concept living space features rich eucalyptus flooring and soaring vaulted ceilings, seamlessly connecting to the outdoors through french doors that open to a bricked patio with tongue-and-groove wood ceiling, summer kitchen, and expansive yard. At the heart of the home is a gourmet kitchen that will delight any chef, complete with a Viking 6-burner natural gas range including griddle and double oven, an oversized entertaining island and a stylish wet bar with wine fridge. The thoughtfully designed floor plan includes two downstairs bedrooms, one makes a perfect home office, the other is a mother-in-law suite with a private entrance—ideal for guests or teens. Both secondary full bathrooms boast rainfall shower heads, dual flush toilets, and designer fixtures and tile. Upstairs, the expansive master suite offers vaulted ceilings, a custom walk-in closet, and french doors leading to a private balcony. The luxurious master bath features a 7-spray shower system, an aromatic Jacuzzi tub, and a ceiling-mounted waterfall spout for the ultimate spa-like experience. This home blends elegance, comfort, and functionality—an entertainer’s dream with a fantastic flow for everyday living!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES
GARDEN LAKE ESTATES UNIT 2 - O6399628 - 3720 JONQUIL LN, WINTER PARK, FL 32792 2 Days on yellowkey
$445,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this beautifully maintained 3-bedroom home nestled in a sought after community that offers both charm and convenience. From the moment you arrive, you’ll notice the care and attention that has gone into every detail of this property. You will immediately appreciate the meticulous maintenance this home has enjoyed. Step outside to your private backyard oasis, where a stunning pool and inviting outdoor space create the perfect setting for relaxing or entertaining. Whether you're hosting gatherings or enjoying a quiet evening, this backyard truly stands out. Inside, the home features several thoughtful upgrades, including a fully renovated master bathroom designed with modern finishes and comfort in mind. Additional peace of mind comes with a roof replacement completed in 2021, as well as energy-efficient solar panels that are included with the home and to be paid off at closing. With its combination of upgrades, outdoor beauty, and prime location, this home is a rare opportunity you won’t want to miss.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY
WINFLOR COURT - O6399395 - 1441 CARDINAL CT, WINTER PARK, FL 32789 2 Days on yellowkey
$4,285,000 | Single Family Home | 4 beds | 5.5 baths | 2 gar
Beautifully built in 2022 by Lonnie Richardson, this custom one-story home sits on a quiet cul-de-sac in the heart of Winter Park. Designed with a modern, timeless style, it offers luxury finishes paired with a warm, comfortable feel. The home features 4,060 square feet, including four en-suite bedrooms, five full bathrooms, a powder bath, and a bonus room with a built-in office. The spacious gourmet kitchen overlooks the main living areas and pool, and is equipped with premium Wolf appliances and a separate chef’s kitchen for added convenience. Enjoy seamless indoor-outdoor living with a covered lanai featuring motorized screens, heaters, and a mosquito misting system. The outdoor space also includes a summer kitchen, gas fire pit, and a pool equipped with a swim jet system that creates a continuous current, effectively transforming it into an endless lap pool. A detached fitness studio with a steam shower provides a private wellness retreat. Additional highlights include custom built-ins, engineered hardwood floors and surround sound throughout. The oversized two-car garage offers epoxy flooring, custom storage, and a dog wash station. Irrigation is supplied by a private well, and the home also features underground utilities and a full security system. The exterior is designed for both beauty and low maintenance, with manicured landscaping and artificial turf that stays lush year-round. With no HOA, added privacy, and exceptional attention to detail throughout, this home offers a rare opportunity to experience luxury living at its finest. This home is conveniently located near the Enzian Theater and less than a mile from Winter Park Village, with top-rated schools nearby, this home combines comfort, style and an unbeatable location. Schedule your private showing today.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO
ELLNO WILLO - O6398694 - 1565 FOREST AVE, WINTER PARK, FL 32789 3 Days on yellowkey
$1,750,000 | Single Family Home | 4 beds | 2.0 baths
One or more photo(s) has been virtually staged. Set apart from the ordinary, this historic Winter Park residence offers a rare opportunity to own a home rich in character and authenticity. Homes like this, with timeless architectural detail and enduring charm, rarely come to market, especially in such a premier location just steps from the shores of Lake Virginia. Surrounded by multi million dollar estates, this 4 bedroom, 2 bath home blends classic warmth with everyday livability. Original wood floors, a wood burning fireplace, and thoughtfully designed living spaces reflect a level of craftsmanship and character that simply cannot be replicated. The spacious dining room is perfect for hosting memorable family gatherings, while the updated kitchen with wood cabinetry offers both function and charm. Upstairs, a versatile loft space provides flexibility for a media room, office, or play area, complete with peekaboo views of Lake Virginia that create a subtle connection to the surrounding landscape. Adding to the home’s appeal is a detached 20 x 20 studio flooded with natural light and offering endless possibilities, ideal for an artist’s retreat, home office, gym, or guest space.This is more than a home, it is an opportunity to own a piece of Winter Park’s character and history. Set among some of Winter Park’s most distinguished homes, this property delivers an unbeatable lifestyle, walkable to all that Park Avenue has to offer, surrounded by luxury, and full of potential to enjoy, enhance, or reimagine.
Listing is courtesy of: NORDQUIST & COMPANY INC
EASTGATE SUB - O6398118 - 102 BELL PL, WINTER PARK, FL 32792 3 Days on yellowkey
$1,399,000 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Step into elevated Florida living with this stunning brand-new residence, where modern design meets lasting quality. Constructed with solid block and steel framing for superior durability, this home is quietly nestled on a cul-de-sac in one of Winter Park’s most up-and-coming areas—without the restrictions of an HOA. Just moments from Interlachen Country Club and the charming Lakemont Heights neighborhood, the location offers both prestige and convenience. From the moment you enter through the impressive double doors, you’re welcomed by a light-filled, open-concept design. Soaring 10-foot ceilings and elegant 8-foot doors create an airy, expansive feel, while abundant natural light highlights the home’s sleek, contemporary finishes. At the heart of the home, the chef-inspired kitchen truly shines. Outfitted with luxurious quartz countertops, stainless steel appliances, and a custom LED-lit wine display, it’s designed to impress. The seamless flow into the living and dining spaces—along with views of the backyard—makes it perfect for entertaining or everyday connection. The primary suite is a private sanctuary, offering a spa-like escape with dual vanities, a spacious dual-entry shower, and a freestanding soaking tub designed for relaxation. With three additional bedrooms, a dedicated office, and 3.5 beautifully appointed bathrooms, this thoughtfully designed single-story home provides nearly 2,500 square feet of flexible living space. Outdoors, your personal retreat awaits. Enjoy year-round Florida living on the covered lanai, complete with a built-in summer kitchen and a custom-designed pool—ideal for hosting or unwinding. The fully fenced yard features new vinyl fencing, fresh sod, and an automated sprinkler system for effortless maintenance. Perfectly positioned near Phelps Park, the Winter Park YMCA, Lakemont Elementary, and an array of top-tier shopping and dining destinations, this home delivers the ideal blend of privacy, craftsmanship, and everyday luxury.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK
EASTBROOK SUB UNIT 05 - O6398603 - 1589 VIBURNUM LN, WINTER PARK, FL 32792 4 Days on yellowkey
$365,000 | Single Family Home | 3 beds | 2.0 baths | 2 car
Newly renovated 3 bedrooms 2 bath with flex room for home office or entertainment. Large lot with huge carport and storage room. Solar roof with attractive low payments to offset public utility bill. New LVP flooring throughout with tiles for bathrooms. New cabinets, appliances and relatively newer roof and AC for move-in ready home.
Listing is courtesy of: LOKATION
GOLFSIDE SEC 3 - O6398533 - 1210 FAIRWAY DR, WINTER PARK, FL 32792 4 Days on yellowkey
$549,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home to this beautiful single-story Pool home in the Golfside community of Winter Park. Offering 3 bedrooms, 2 bathrooms, and 1,737 square feet of living space, this home features a spacious and inviting layout designed for both everyday living and entertaining. Upon entry, you are welcomed into the living room, while an adjacent dining room combination provides additional flexible gathering space. The family room offers French door access to the covered rear patio, creating a seamless indoor-outdoor flow to the expansive backyard, perfect for hosting family and friends.The kitchen opens to the main living areas and is equipped with stainless appliances, stone countertops, and ample cabinet space. A hallway just off the family room leads to all three bedrooms and two full bathrooms, including a spacious primary suite with an ensuite bath. Additional features include engineered wood throughout the main living areas, extra storage closets, an interior laundry room, and a 2-car garage.Ideally located near Winter Pines Golf Club, this home also offers convenient access to I-4 and SR-417, making it easy to reach shopping, dining, entertainment, downtown Orlando, the airport, area attractions, and the beaches.
LAWNDALE - O6398421 - 1540 MILLER AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$1,399,900 | Single Family Home | 4 beds | 3.5 baths | 2 gar
Under Construction. NEW CONSTRUCTION!!! Welcome to Winter Park Grove — Winter Park’s newest community by SGC Construction! This stunning new Mid-Century Modern–inspired home is designed to impress with its architectural flair, meticulous craftsmanship, and luxurious finishes. Perfectly located near all the shopping, dining, and entertainment Winter Park is famous for, this home combines convenience, style, and comfort. Step onto the inviting front porch and through the elegant entryway to discover a spacious, open floor plan filled with natural light. Just off the foyer, you’ll find a flexible fourth bedroom or private study with a full bath—ideal for a home office or serene guest suite. The heart of the home is the gourmet kitchen, featuring quartz countertops, custom cabinetry, and a premium Bosch appliance package including a 36" gas cooktop. The kitchen flows seamlessly into the living and dining areas—perfect for entertaining or family gatherings. Enjoy Florida living at its finest on the covered lanai, overlooking your sparkling pool and lushly landscaped backyard—your own private retreat. The first-floor primary suite offers a spa-inspired bath with dual vanities, a freestanding soaking tub, and a spacious walk-in closet with custom shelving. A convenient laundry area is thoughtfully located just off the suite. Upstairs, a large bonus room with a closet offers versatility as a fifth bedroom, game room, or home office. Two additional bedrooms feature walk-in closets and share a beautifully appointed bath with dual sinks. An upstairs laundry room with a sink and plenty of natural light adds everyday convenience. The photos shown are of the same model in another location. Finishes will vary. Located near top-rated schools, local parks, and all that Winter Park has to offer — this home truly has it all. Schedule your private showing today before this exceptional new build is gone!
Listing is courtesy of: RE/MAX EXCLUSIVE COLLECTION
LAUREL SPGS - O6398450 - 3054 BLUEBROOK DR, WINTER PARK, FL 32792 5 Days on yellowkey
$427,500 | Single Family Home | 3 beds | 2.0 baths | 1 gar
"Open the Doors to Your Dreams" of owning an Affordable Home with a pool in Winter Park. The home features a Spacious Kitchen with Upgraded Cabinets, and stone countertops; Primary bedroom suite is amazing. You will love the layout and upgraded primary bathroom; Beautiful Porcelain tile flooring throughout the home; Large family room with fireplace; Large screened back porch/LANAI. And there is an inground pool in the back yard. You will enjoy entertaining in this home featuring a gourmet kitchen with granite countertops, and stainless steel appliances. This property may qualify for Seller Financing (Vendee). If property was built prior to 1978, Lead Based Paint Potentially Exists. Come tour this home today. We expect this one to sell quickly.
Listing is courtesy of: WEATHERSPOON REALTY INC
ALBERT LEE RIDGE 1ST ADD - O6398273 - 950 HANOVER AVE, WINTER PARK, FL 32789 6 Days on yellowkey
$470,000 | Single Family Home | 3 beds | 2.0 baths | 1 gar
Preferred lender credit available. Welcome home to your peaceful retreat tucked away near the end of a quiet street with views of Lake Wilderness. Completely updated in 2017, move-in ready so you can lock and leave with peace of mind to enjoy the everyday lifestyle of Winter Park and Central Florida this amazing location offers. Full updates made in 2017 include new roof, plumbing, electrical, windows, recessed lighting, a/c unit, and more. Natural sunlight flows throughout the home reflecting off the refinished wood floors creating an inviting and cozy environment. The open kitchen features quartz countertops, glass crafted tile backsplash, custom cabinets, breakfast bar and stainless steel appliances. Feel refreshed and relaxed as you step into the primary suite with barn doors leading into the spa-inspired bathroom, complete with dual vanities and a large walk-in tiled shower. The backyard is fully fenced and the outdoor patio is screened-in and covered. Extra storage space can be used in the outdoor shed or the one car attached garage. No HOA and not in a flood zone. The property’s exceptional location offers close proximity to I-4 East and West, upscale award-winning Winter Park restaurants and boutiques, Winter Park Village, WP9 Golf Course, Park Ave, and the upcoming state-of-the-art Lifetime Fitness center which features over 85,000 SqFt and 5 acres of the best that wellness amenities have to offer. Nearby EV charging stations located within 2 miles away make sustainable living effortless. Rare opportunity to settle into or invest in a peaceful updated retreat located in the highly desirable and vibrant community of Winter Park.
LOST CREEK - O6397396 - 3110 HEARTLEAF PL, WINTER PARK, FL 32792 7 Days on yellowkey
$629,000 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Under contract-accepting backup offers. Nestled in the upscale Lost Creek community, this maintained 4-bedroom, 3-bathroom screened pool home offers the perfect blend of comfort and natural beauty with over an acre of land that extends all the way to Howell Creek. Upon entering, you are greeted by high ceilings and an open-concept great room layout. The formal living room flows seamlessly into the dining room, creating an ideal setting for entertaining. Beyond, a spacious family room opens to views of the pool, while the adjacent gourmet kitchen and breakfast area complete the heart of the home. The kitchen features New quartz countertops and stainless steel appliances. The main level is home to a spacious primary bedroom, offering serene views of both the pool and surrounding forest. Sliding doors provide direct access to the pool deck, while inside you'll find a generous walk-in closet, a double-sink vanity, a relaxing garden bathtub, and a separate shower. Additional guest bedroom and a full guest bathroom complete the main floor. Upstairs, a charming loft with a built-in desk provides the perfect work-from-home or study retreat, accompanied by two additional bedrooms and a shared bathroom. Outside, the screened pool backing up to a natural wooded area with no rear neighbors is your private oasis — perfect for year-round Florida living. Winter Park is close to numerous shops and eateries along with easy access to major expressways. You get all this in a great school district. Sod intalled(2026), Quartz Countertops(2026), Pool pump(2026), Range & Dishwasher(2026), Roof(2022)
Listing is courtesy of: FUSILIER MANAGEMENT GROUP
PARKLANDO - O6398076 - 2713 EASTERN PKWY, WINTER PARK, FL 32789 7 Days on yellowkey
$670,000 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome to this charming, meticulously maintained 3-bedroom, 2-bath residence in the heart of Winter Park—lovingly cared for by the same owner for over 30 years. This home reflects true pride of ownership with thoughtful updates and improvements that provide both comfort and peace of mind. Enjoy entertaining in the spacious eat in kitchen with full Stainless appliance package. Outdoor living shines with an extended paver driveway and rear patio, screened lanai, and lush, mature landscaping—creating a private, relaxing retreat perfect for entertaining or everyday enjoyment. Major upgrades include energy-efficient double-pane windows and patio door (2014), HVAC system (2020), redesigned Primary Bath Shower, updated electrical panel with new breakers including surge protection (2024), Water Heater (2024), Roof (2022). The home has also been repiped features a replaced drain field and a recently serviced septic system (2025). Additional improvements include gutters with mesh guards (2019), vinyl fencing and garage door hardware updates (2025). Designed for worry-free living, this home includes a long-standing transferable termite bond and resilient fiber cement siding for enhanced durability and protection. Ideally situated in a desirable Winter Park corridor, this home offers effortless access to both downtown Winter Park and Orlando, as well as the vibrant amenities of Baldwin Park. Surrounded by properties ranging from $600,000 to multi-million-dollar estates, the location presents an exceptional opportunity to enjoy a premier lifestyle with strong long-term value. Residents benefit from zoning to highly regarded schools and proximity to Park Avenue, Rollins College, and an array of fine dining, shopping, and cultural destinations. With convenient access to major roadways, daily commuting and connectivity are seamless. Set within an established neighborhood characterized by a blend of long-time ownership and thoughtfully updated homes, the area continues to experience ongoing growth and enhancement. A rare opportunity to own a beautifully maintained home in one of Central Florida’s most desirable communities.
Listing is courtesy of: RE/MAX SELECT GROUP
PARKLANDO - O6397997 - 2702 PARKLAND DR, WINTER PARK, FL 32789 7 Days on yellowkey
$1,175,000 | Single Family Home | 5 beds | 3.0 baths | 2 gar
Welcome to this beautifully updated Winter Park home, perfectly positioned on a desirable corner lot and zoned for Audubon Park K-8 and Winter Park High School. With 5 bedrooms and 3 full baths, this spacious residence offers the ideal blend of functionality and style for modern living. Step inside to an open, light filled floor plan featuring luxury vinyl floors and a cozy wood burning fireplace that anchors the main living space. The renovated kitchen is thoughtfully designed with both everyday living and entertaining in mind, flowing seamlessly into the dining and living areas. A dedicated office provides the perfect work from home setup or quiet retreat, while the flexible layout offers plenty of room for guests, growing families, or multi generational living. Outside, enjoy a private backyard with a charming fire pit and rock gathering are deal for relaxing evenings or hosting friends. The oversized lot also offers ample space to add a pool and create your own backyard oasis. Additional highlights include a 2-car garage, roof replaced in 2018, home repiped in 2019, and updated AC for peace of mind. This is a rare opportunity to own a move-in ready home in one of Winter Park’s most sought after neighborhoods, walking distance to the Audubon Park Garden District with amazing dining, and shopping.