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32789 - 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 (786-953-5870)Listing Agent: Jacob Theisen (407-908-1735)
32792 - 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 (407-960-4545)Listing Agent: Jay Lacourt (407-797-1066)
32792 - 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 (813-642-6030)Listing Agent: Stephen Hachey (813-642-6030)
32789 - 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 (407-404-4041)Listing Agent: Jonathan Nakhnoukh (407-334-5806)
32792 - O6398500 - 2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792 Just Added on 04/17/2026 1:53PM
$279,000 | Condo | 2 beds | 2.0 baths | 2 car
Discover comfort and convenience in this charming, spacious 2-bedroom, 2-bath residence nestled in the heart of Winter Park! Step inside to an inviting living room with a vaulted ceiling. The fully equipped open-floor kitchen, featuring ample roomy cabinets, is perfect for everyday living and entertaining. The thoughtfully designed split floor plan enhances functionality and privacy. Elegant, durable flooring throughout the home ensures easy maintenance. Enjoy the walk-in shower and bathtub with upgraded plumbing and tile. A convenient coffee nook sits just off the kitchen. The spacious patio is ideal for entertaining guests and enjoying outdoor time. Community amenities include a swimming pool and tennis courts, supporting a low-maintenance, active lifestyle.
Listing is courtesy of: SAND DOLLAR REALTY GROUP INC (407-389-7318)Listing Agent: Robert Arnold, Jr (407-389-7318)
32789 - 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 (407-312-8003)Listing Agent: Christopher Christensen (407-312-8003)
32789 - O6400199 - 1776 MONDRIAN CIR, WINTER PARK, FL 32789 Just Added on 04/17/2026 11:59AM
$5,500 | Townhouse | 3 beds | 3.5 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to Lake Killarney Townhomes, a modern luxury and new construction waterfront community. Nestled in the heart of Winter Park, just north of downtown Orlando, these exclusive townhomes offer a unique blend of urban contemporary design and comfort. This home features a private terrace perfect for relaxing in style with slight views of Lake Killarney. Bright, open interiors with expansive storefront-style windows and soaring 10'6" ceilings create an atmosphere of elegance and comfort. This home is a two-story concrete block construction complemented by woodgrain composite siding. The layout offers three spacious bedrooms on the second floor and three-and-a-half luxurious bathrooms. The modern kitchen includes sleek cabinetry, premium Samsung appliances with a natural gas cooktop and built-in wall oven, expansive quartz countertops, and a generous walk-in pantry. The bathrooms each showcase unique porcelain tile, modern backlit mirrors, frameless glass shower enclosures, undermount sinks, and custom-built closet systems. Step outside to your expansive outdoor patio, designed with glass railings and pre-plumbed for a future summer or cocktail kitchen, perfect for hosting gatherings or simply enjoying the outdoors. An inviting back patio is great for dining alfresco or enjoying the amazing central Florida weather this time of year. Every detail has been thoughtfully curated to ensure ultimate comfort and style. Enjoy the serene beauty of Lake Killarney from your side patio, or relax at the inviting lakefront pavilion. The location offers unparalleled convenience, being close to downtown Winter Park, Park Avenue, I-4, and just a short drive to neighboring towns like College Park and Maitland. The community also provides kayak, canoe, and paddle-board racks for a leisurely day on the water. Enjoy the perfect blend of luxury and convenience. This home is available for rent immediately.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)Listing Agent: Kris Kennedy (813-947-3509)
32792 - O6397874 - 7454 WYNNEWOOD SQ #188, WINTER PARK, FL 32792 Just Added on 04/17/2026 11:54AM
$1,950 | Townhouse | 3 beds | 2.5 baths
Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained unit is move in ready: two-story 3 Bedrooms 2.5 Bath townhome style condo with two designated parking spaces. Upon entering you are greeted with a large living and dining room space. Tiled floors, tons of light, neutral colors, wet bar area are a few of the amazing qualities of this space. Just off the dining room you will find the kitchen and eat in kitchen area.few stainless steel appliances and tons of storage. The eat in kitchen space is highlighted with a decorative wall and sliders leading to your fully fenced private backyard space. Upstairs you will find hardwood flooring, three bedrooms and master bathroom with a single vanity . Hidden Oaks community features on-site security, community pool & fenced playground area. Near Full Sail, UCF, Valencia & Rollins College, with easy access to shopping, Winter Park schools, Medical Facilities, Downtown Orlando, Downtown Winter Park, FL-408, FL-417 and the airport. This wonderful unit has it all...the only thing missing is YOU!
Listing is courtesy of: APPLE REALTY (407-647-6766)Listing Agent: Manoj Patel (407-451-5872)
32792 - O6396107 - 1947 SUMMERFIELD RD, WINTER PARK, FL 32792 Just Added on 04/17/2026 11:38AM
$2,699 | Single Family Home | 3 beds | 2.0 baths | 2 gar
Welcome home! This fantastic 3-bedroom, 2-bath home is available for immediate move-in! This property is a short drive from downtown Winter Park, the Crosby Center for Health and Wellbeing, Cady Way Park, and more! , this property features a comfortable layout with well-apportioned bedrooms and bathrooms, a lovely kitchen with lots of counter and cabinet space, and many desirable features. Act now! This one won't last long! All applicants are required to do a credit and background check. Renters insurance is required. All residents are automatically enrolled in a master renters insurance policy for $11.95 per month. Residents can opt out of the master policy by providing proof of their own policy that meets minimum requirements.
Listing is courtesy of: 407 PROPERTIES (407-545-2594)Listing Agent: Steven Simpson (407-545-2594)
32792 - O6397587 - 7794 COUNTRY PL #2, WINTER PARK, FL 32792 Just Added on 04/17/2026 9:13AM
$241,900 | Condo | 2 beds | 2.0 baths
Winter Park Clean, updated condo in Move In Condition - The newest condo's year built are located on the last street in the complex where this unit is located which features more contemporary open floor plans and high ceilings. Another BONUS is no condo neighbors across the street from you - private. This unit is second to the end of a Quiet Dead End Street. No apartment living with noisy neighbors. Step into a bright and airy condo featuring laminate and tile floors. Newer painted pastel colors throughout. The updated contemporary kitchen has newer Pecan colored cabinets and newer granite counter tops with stylish designer tile back splash. Both bathrooms have newer vanities and granite counter tops. The second bath features a designer Pedestal vanity with granite top. Many upgraded finishes and fixtures throughout. Features a split bedroom floor plan that provides privacy, both bedrooms have spacious walk-in closets. *** Open living area shines with natural sun light and is open to a screened porch, providing access to the private, fenced back courtyard. This condo has a New (December 2024) High efficiency RHEEM 15.3 SEER AC unit with Heat Pump that helps keep utility costs lower, New Roof (2021), New 6 panel FIBERGLASS (won't rust) entry door January (2025), New carpet in both bedrooms installed January (2025), Replumbed with New PEX plumbing pipes, New light fixtures throughout. Features an open eat in kitchen and a large breakfast bar open to living room. As a resident, you'll have access to the community pool and the convenience of being close to the Cross Seminole Trail and Cady Way Trail, Winter Park Village, UCF and Full Sail. This location offers easy access to major roadways, shopping, and dining and is served by the reputable Seminole County Schools. Complete with fenced backyard! Community has swimming pool & bathrooms. Professionally cleaned top to bottom for new owners. Never smoked in.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)Listing Agent: Tom Bercini (407-925-4760)
32792 - O6400096 - 2530 PASSAMONTE DR #10E, WINTER PARK, FL 32792 Just Added on 04/17/2026 8:37AM
$2,600 | Condo | 3 beds | 2.5 baths | 1 gar
REMODELLED - new flooring and freshly painted. Welcome home to this beautiful townhome centrally located in Winter Park, 15 miles away from Park Avenue, just outside of Baldwin Park. Enjoy beautiful water views on the back patio. This home is fresh ready to move in. Available for rent April 15 or later. Top schools, Glenridge middle school, Winter Park high school and Brookshire elementary school. Quiet neighbors. The home comes unfurnished. Amenities - dog park and kids play area. Walking distance to Walmart and 5 minutes away to Costco, Publix and shopping and dining. 20 minutes drive to downtown Orlando. All applicants are subject to credit, background, income, and rental history verification. Minimum income, credit, and HOA requirements (if applicable) must be met for approval, and additional documentation may be requested during the screening process. A security deposit is required at lease signing, and first month's rent is due prior to move-in. Approval is not guaranteed, and all terms, fees, and availability are subject to change without notice.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)Listing Agent: Livia Petraru (407-269-4556)
32789 - O6400063 - 2020 VIA TUSCANY, WINTER PARK, FL 32789 Just Added on 04/16/2026 11:25PM
$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 (407-996-4656)Listing Agent: Drew Frahm (407-996-4656)
32789 - O6400055 - 1830 EDWIN BLVD, WINTER PARK, FL 32789 Just Added on 04/16/2026 11:06PM
$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 (407-800-2717)Listing Agent: Nydia Marrero (407-620-6221)
32789 - 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 (407-383-3231)Listing Agent: Rick Singh (407-383-3231)
32789 - 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.
32792 - O6399937 - 3651 N GOLDENROD RD #E106, WINTER PARK, FL 32792 1 Day on yellowkey
$172,000 | Condo | 2 beds | 2.0 baths
Fully remodeled with white color wood cabinets, gorgeous counters in kitchen and bathrooms, beautiful engineering woood flooring in living room, bedrooms and kitchen. Newer stainless steel appliances, new washer/dryer and AC. This unit is centrally located, very close proximity to all Winter Park shopping and restaurants, FullSail University as well as bus lines. Very clean and move in ready. You can buy this property as an investment and get a great return on your money or a full time residence. You don't need to look any further for your Dream Home! Schedule your showing today! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures are not included to the listing.
Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)Listing Agent: Simon Colak (407-666-7686)
32789 - 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 (407-644-3295)Listing Agent: Mick Night (407-629-4446)
32789 - O6399909 - 521 FAIRFAX AVE, WINTER PARK, FL 32789 1 Day on yellowkey
$790,000 | Half Duplex | 4 beds | 2.0 baths
A rare opportunity awaits at 519 & 521 Fairfax Avenue in the highly sought-after Virginia Heights neighborhood. This rare mid-century duplex features two well-designed units, each offering 2 bedrooms, 2 bathrooms, and spacious interior utility rooms large enough to accommodate a washer and dryer, an additional refrigerator, and ample storage. Filled with timeless character, this property showcases original features that have been maintained, offering a unique chance to renovate or reimagine entirely. Whether you’re an investor, builder or homeowner seeking a project in a prime location, the potential here is undeniable. Recent updates include a new water heater and one updated air handler, adding value and peace of mind. Ideally located in the heart of Winter Park, residents can enjoy a walkable lifestyle along charming brick-lined streets. You’re just minutes from Mead Gardens, Rollins College, Park Avenue’s shops and restaurants, the Winter Park Tennis Center, the Farmers’ Market, and convenient access to Amtrak and SunRail. Positioned in one of Winter Park’s most desirable areas, this property is also close to Lake Virginia and Mead Botanical Garden, with boutique shopping, dining, and cultural attractions all less than a mile away. A truly rare opportunity in an unbeatable location! Schedule your showing today and explore the possibilities.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)Listing Agent: Jennifer Sloan (407-810-8333)
32792 - 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 (863-632-9765)Listing Agent: Liz Jones (407-619-6345)
32789 - 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.
32789 - 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 (407-203-9441)Listing Agent: Ahmad Hassan, Pa (718-641-9358)
32789 - 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 (407-253-1377)Listing Agent: Lynn Roeder (407-758-8565)
32789 - 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 (407-644-1234)Listing Agent: Olivia Maxwell (407-222-4440)
32792 - 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 (407-977-7600)Listing Agent: Nicholas Kovats (321-356-4072)
32792 - O6386578 - 7454 WYNNEWOOD SQ #188, WINTER PARK, FL 32792 2 Days on yellowkey
$229,000 | Condo | 3 beds | 2.5 baths
32789 - 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 (407-622-2122)Listing Agent: Damian Bergler (650-398-5968)
32792 - O6397498 - 3172 CROWN JEWEL CT, WINTER PARK, FL 32792 2 Days on yellowkey
$339,900 | Townhouse | 3 beds | 2.5 baths | 1 gar
Under contract-accepting backup offers. Get ready to fall in love with this stunning, move-in-ready townhome in the highly desirable Coronado Community—located in a top-rated school district! Built in 2019, this beautifully designed 3-bedroom, 2.5-bath home is packed with modern style, from its eye-catching stone exterior to its one-car garage and spacious paver driveway. Step inside and be wowed by the bright, open floor plan—perfect for entertaining or simply enjoying everyday living. The main level features sleek tile throughout, a generous storage closet, and a gorgeous kitchen complete with solid wood cabinets, granite countertops, stainless steel appliances (including a BRAND-NEW microwave), and plenty of space to cook and gather. Open the sliding glass doors and relax on your private lanai—your own little escape! A convenient half bath completes the first floor. Upstairs, the spacious primary suite is your personal retreat, featuring high ceilings, a ceiling fan, a walk-in closet, and a beautifully updated bathroom with dual sinks, granite counters, and a tiled shower. Two additional bedrooms—each with high ceilings and fans—share a stylish, modern bath. This home has been meticulously maintained and thoughtfully upgraded with NEW features including a microwave, Samsung washer & dryer, updated cabinet hardware, modern lighting, upgraded faucets and showerheads, a glass shower door in the primary bath, a Nest thermostat, and fresh paint throughout. Location? It doesn’t get better than this! With quick access to 436, 417, 408, Hwy 50, and Alafaya Trail, you’re just minutes from UCF, Valencia College, Waterford Lakes, and the charm of downtown Winter Park.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)Listing Agent: Kate Sprinkle (407-492-6232)
32792 - O6398380 - 3028 GEORGE MASON AVE #J-7E, WINTER PARK, FL 32792 2 Days on yellowkey
$105,000 | Condo | 2 beds | 2.0 baths
Priced to sell and move-in ready TODAY. This completely updated 2-bedroom, 2-bathroom, 1,088 sq ft ground-floor condo in the heart of Winter Park is the opportunity buyers and investors have been waiting for. At $105,000 (special assesment to-be-paid by buyer) in the 32792 zip code, it will not last. Step inside to brand-new marble-look porcelain tile flowing through every room, no carpet anywhere. The modern gray paint palette gives the entire unit a clean, contemporary feel. The kitchen features stainless steel appliances including a glass-top range, built-in microwave, refrigerator, and dishwasher, plus bright cabinetry and dark countertops. The spacious master bedroom includes a ceiling fan and sliding glass doors that open to a private patio. The second bedroom boasts a charming bay window that floods the room with natural light, ideal as a guest room or home office. Both bedrooms include generous closet space. Two full bathrooms, each with a walk-in shower and updated fixtures. In-unit stacked washer and dryer included, no shared laundry, no trips outside. Sliding glass doors from the living area open to your own ground-floor patio for true indoor-outdoor Florida living. The community features a resort-style pool, hot tub, and covered pavilion just steps from your front door. Minutes from Park Avenue, Rollins College, Winter Park Village, the SunRail station, and easy access to I-4 and 417. First-time buyer, investor, or snowbird, this is your move. Turnkey, updated, and priced below market. Schedule your showing today or buy with confidence sight unseen.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)Listing Agent: Alex Cheikh-Khalil (407-849-8967)
32792 - O6399253 - 7508 GLENMOOR LN, WINTER PARK, FL 32792 2 Days on yellowkey
$2,500 | Single Family Home | 3 beds | 2.0 baths | 2 gar
One or more photo(s) has been virtually staged. Welcome to this beautifully refreshed 3-bedroom, 2-bath home nestled in a highly desirable Winter Park location — offering comfort, style, and convenience with no HOA restrictions. With 1,676 square feet of thoughtfully designed living space, this home is the perfect blend of modern updates and timeless character. Step inside to discover brand-new wood-look tile flooring throughout, providing both durability and a clean, contemporary feel. Fresh interior paint enhances the bright and airy atmosphere, while vaulted ceilings with exposed wood beams add warmth and architectural charm to the main living area — creating a space that feels both open and inviting. The kitchen is equipped with stainless steel appliances and offers a functional layout ideal for everyday living and entertaining. Both bathrooms have been updated, including a new sink in the primary bath, adding a fresh and polished touch. Enjoy Florida living at its best on the screened-in back porch, perfect for morning coffee or evening relaxation. The spacious backyard offers endless possibilities — whether you envision a garden, play area, or outdoor entertaining space. Additional features include a 2-car garage for convenience and extra storage, as well as a prime location just minutes from shopping, dining, and major roadways — making daily commutes and errands a breeze. This well-maintained home offers a wonderful opportunity to live in an established neighborhood with character, space, and flexibility. A perfect place to call your dream home!
Listing is courtesy of: AMERICAN DREAM HOMES INC (407-382-8100)Listing Agent: Jenny Forest Lin (407-780-6065)
32792 - O6398856 - 5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792 3 Days on yellowkey
$285,000 | Condo | 2 beds | 2.0 baths | 1 gar
Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcome to the peaceful, well-established community of Lazy Oaks in highly sought-after Winter Park. This hidden gem offers beautifully landscaped grounds, meticulous maintenance, and the added benefit of a low HOA. This lovingly maintained 2-bedroom, 2-bath home features a spacious, thoughtfully designed floor plan with an attached garage. The home is ideally located near top-rated schools, shopping, dining, and provides convenient access to major highways. Inside, you’ll find a neutral color palette complemented by ceramic tile and wood laminate flooring throughout. The efficient kitchen boasts gleaming white countertops, rich wood cabinetry, and a large pantry for ample storage. The expansive great room offers flexible space for both dining and living areas, complete with a cozy wood-burning fireplace—perfect for relaxing or entertaining. Sliding glass doors open to a large, screened private lanai, ideal for morning coffee or evening unwinding. The spacious primary suite features an en suite bath with dual sinks, a large vanity, walk-in shower, and a generous closet. A split-bedroom layout provides added privacy, with a secondary bedroom and additional full bath. Additional highlight: HVAC replaced in 2021. Don’t miss this opportunity to make your home in one of Winter Park’s most charming and convenient communities!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)Listing Agent: Mindy Machock (407-461-1866)
32789 - O6398548 - 2115 SYCAMORE DR, WINTER PARK, FL 32789 3 Days on yellowkey
$3,500 | Single Family Home | 4 beds | 2.0 baths | 1 car
Updated Charming 4 Bed/2 Bath mid-century home located in Northwood Terrace/Audubon Park (just across the street from Baldwin Park). You will love the large lot .34 Acres with it botanical garden, meditation area, a patio with a raised HOT Tub (perfect for a starry night) and plenty of privacy with all the lush foliage. The front door opens to a great room where the kitchen, living area, dining room, and family room are all open to each other. The Hurricane resistant double panned windows offer gorgeous outdoor views, and invite natural light into each room. The kitchen features granite counters, a breakfast bar, pantry, and an additional combo utility & storage room with Washer/Dryer. The kitchen also has a reverse osmosis water filtration system to produce alkaline water for healthy living. The large family room has a wood-burning fireplace & sliding doors to the scenic backyard. The Master suite also has access to the backyard an impressive walk-in closet. The Master Bath has separate areas or the toilet/sink and bath/shower sink. All closets are cedar lined. Zoned for Winter Park Highschool and K-8 Audubon Park school! No HOA! Steps away from Baldwin Park, East End Market, and just a bike ride away from Downtown Winter Park!
Listing is courtesy of: STOCKWORTH REALTY GROUP (407-909-5900)Listing Agent: John Goggin (321-332-3000)
32789 - 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 (407-694-0996)Listing Agent: Elizabeth Nordquist (407-694-0996)
32792 - O6398825 - 1508 FLORENTINO LN, WINTER PARK, FL 32792 3 Days on yellowkey
$2,350 | Townhouse | 2 beds | 2.5 baths | 1 gar
Nestled in the heart of Winter Park just off Howell Branch Rd., in the gated community of VISTAS AT LAKE HOWELL awaits this charming, spacious well equipped 2bedroom/2.5bathroom/1car garage with a loft and screen enclosed patio. This townhome features a modern aesthetic from upgraded recessed lighting and ceiling fans, upgraded wall switches, granite counter-tops, stainless steel appliances, kitchen center island, breakfast nook, stone floors downstairs, and wood laminate upstairs, large loft, high ceilings, front loading washer & dryer, ample closets, 2/private baths on the 2nd floor, half bath on the 1st. The master bedroom has a walk-in closet, the master bath is equipped with his & her vessel sinks with granite counters, a step-in tub with shower, bedroom #2 has a private bath with access from the bedroom or the loft. Downstairs enjoy the intimacy of relaxing on the patio just off of the living room, open the sliding glass doors completely then tune out the world with the natural greenery designed to set the mood and enjoy the experience of suburban Living. Just minutes from Esporta fitness, the 436 highway & Rt 417, restaurants, shopping and charming downtown Winter Park, great schools and universities makes this residence and location an ideal place to call home.
Listing is courtesy of: REALTY HUB (407-900-1001)Listing Agent: Barbarite Adams Llc (407-288-6712)
32792 - 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 (407-545-6430)Listing Agent: Nick Mckee (407-913-0171)
32789 - A4689928 - 1521 CHESTNUT AVE, WINTER PARK, FL 32789 3 Days on yellowkey
$6,500 | Single Family Home | 4 beds | 3.0 baths | 2 gar
Gorgeous single-family home in the "tree streets" of Winter Park now available for rent or purchase. Private pool, two car garage, fabulous location and newer construction! Don't wait! Modern Luxury in the Heart of Winter Park! Welcome to this stunning modern residence, thoughtfully constructed in 2023 by the original owner/builder, located in one of Winter Park’s most sought-after neighborhoods. Designed with sleek sophistication and functional elegance, this fabulous home offers 4 bedrooms, 3 full baths, and a flexible layout perfect for today’s lifestyle. The open-concept main floor features a beautifully appointed kitchen, a spacious dining area, and a light-filled living room complete with a designer fireplace and custom built-in shelving. The stunning kitchen boasts quartz counters, spacious cabinetry, KitchenAid appliances, and designer lighting. A fourth bedroom (currently used as a study) is also located on the main level. From the great room, expansive sliding glass doors lead out to the covered lanai, where you'll find an in-ground pool, a fully fenced yard, tongue-in-groove wood ceiling, and pre-plumbing in place for your dream summer kitchen—ideal for entertaining year-round. Upstairs, the luxurious primary suite provides a peaceful retreat with an oversized balcony overlooking the pool and rear yard. Two additional bedrooms are also featured on the second level, along with a second full bath. The first-floor office doubles as a fourth bedroom, with an adjacent full bath for guests or multi-generational living. This home boasts well-thought-out upgrades, including beautiful wood inlays in niches, open shelving, quartz countertops, slat wall features, and stunning light fixtures throughout. The work has been done for you in this like-new home! Located just steps from Phelps Park and minutes from the shops and dining of Park Avenue and the Winter Park Chain of Lakes, this home offers the perfect blend of modern design, comfort, and convenience. Don't miss your chance to rent or own this exceptional home in the heart of Winter Park!
Listing is courtesy of: COMPASS FLORIDA LLC (941-279-3630)Listing Agent: Sue Silberbusch (407-252-3157)
32789 - O6398673 - 1618 INDIANA AVE, WINTER PARK, FL 32789 4 Days on yellowkey
$685,000 | Apartment | 4 beds | 2 car
Beautiful income-producing duplex located in the highly desirable Winter Park area! This well-maintained property features two units, each offering 2 bedrooms, 1 bathroom, and a dedicated utility room for added convenience. Both sides provide functional layouts with comfortable living spaces, making it ideal for tenants or owner-occupants looking to offset their mortgage. Situated on Indiana Ave, this property is just minutes from Park Avenue, shopping, dining, and major roadways, offering both convenience and strong rental appeal. Whether you're looking to expand your investment portfolio or live in one unit while renting the other, this duplex presents a fantastic opportunity in a prime location.
Listing is courtesy of: NATIONAL REAL ESTATE (407-203-6903)Listing Agent: Johnathan Lam (954-258-0720)
32792 - O6398614 - 1589 VIBURNUM LN, WINTER PARK, FL 32792 4 Days on yellowkey
$2,150 Reduced | Single Family Home | 3 beds | 2.0 baths | 2 car
newly updated 3 bedroom 2 bath with flex room for home office. new appliances and ready for move-in.
Listing is courtesy of: LOKATION (954-545-5583)Listing Agent: Mike Wang (631-748-6708)
32792 - 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.
32792 - O6398583 - 1803 PINEVIEW CIR, WINTER PARK, FL 32792 4 Days on yellowkey
$1,975 | Single Family Home | 2 beds | 1.0 baths | 1 car
This beautiful 2 bed / 1 bath 1,029 square foot home in Winter Park is totally refurbished and available for immediate occupancy. Newer kitchen cabinets. Newer bathroom. With a single car carport. This property features wood floors throughout, tile floors in the kitchen, dining room and bathroom, large open yard. Washer/dryer, shed & lawn care included! Application Fee: $50 each adult (18+) **Full Credit/Skip/Eviction/Background check is done on all applicants. **Please have the following documents ready to attach as JPEG or PDF: - Drivers License - (3) Pay Stubs
Listing is courtesy of: PREMIER MANAGEMENT GROUP INC (407-370-4400)Listing Agent: Ken Warren (407-370-4400)
32792 - 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.
Listing is courtesy of: CENTRAL FLORIDA PRIME REAL ESTATE LLC (407-404-4041)Listing Agent: Albin Hubscher (407-404-4041)
32789 - 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 (407-447-2829)Listing Agent: Kim Griffin (407-314-5033)
32792 - O6397826 - 3038 ANTIQUE OAKS CIR #165, WINTER PARK, FL 32792 5 Days on yellowkey
$1,750 | Condo | 2 beds | 2.0 baths
Welcome to 3038 Antique Oaks Circle #165, a well-maintained and inviting 2-bedroom apartment located in the desirable Winter Park area. This charming residence features a functional layout with abundant natural light, tile flooring throughout, and a warm, welcoming atmosphere. The unit offers a spacious living and dining area, along with a well-appointed kitchen equipped with newer appliances, including a refrigerator, washer, and dryer for your convenience. The comfortable-sized primary bedroom includes a private, recently renovated bathroom, providing both privacy and modern appeal. A second bedroom offers flexibility for guests, a home office, or additional living space. Residents can enjoy community amenities such as a sparkling pool and relaxing spa, perfect for unwinding and enjoying Florida living year-round. Ideally located directly across the street from Full Sail University and just minutes from University of Central Florida, as well as major roadways, shopping, dining, and entertainment options. Experience comfort, convenience, and a prime location—schedule your private showing today.
Listing is courtesy of: EXP REALTY LLC (407-392-1800)Listing Agent: Edwin Rivera (407-394-7811)
32792 - 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 (407-878-4468)Listing Agent: Eugene Weatherspoon (407-878-4468)
32792 - S5147382 - 3021 AARON BURR AVE #3, WINTER PARK, FL 32792 5 Days on yellowkey
$140,000 | Condo | 2 beds | 2.5 baths
Townhouse opportunity—ideal for either personal residence or investment—featuring 2 bedrooms and 2.5 bathrooms. Conveniently located near supermarkets, shops, universities, and public transportation. At closing, all outstanding HOA special assessments will be paid off. The Townhome is rent $1,600. The unit is located in Winter Park Area HOME GUARANTY OF AMERICA HWA 13 MONTH INCLUDED.
Listing is courtesy of: NAIM REAL ESTATE LLC (818-268-9917)Listing Agent: Daiana Garcia Medrano (321-315-4686)
32789 - 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.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)Listing Agent: Michael Domi (407-212-8841)
32792 - O6398259 - 7485 ALOMA PINES CT, WINTER PARK, FL 32792 7 Days on yellowkey
$390,000 | Townhouse | 3 beds | 2.5 baths | 2 gar
Experience the perfect blend of luxury and convenience in the highly sought-after GATED community of Aloma Trails. This meticulously maintained 3-bedroom, 2.5-bathroom townhome, built in 2017, offers 1,787 sq. ft. of living space designed for comfort and modern style. Step inside to find an inviting open-concept first floor featuring beautiful ceramic tile flooring and high ceilings. The gourmet chef’s kitchen is a true standout, boasting upgraded granite countertops, a stylish tiled backsplash, 42” solid wood cabinetry, and a large island with plenty of breakfast bar seating. The full suite of stainless steel appliances makes this kitchen as functional as it is beautiful. The second level features plush carpeting throughout the bedrooms for ultimate comfort. The oversized Master Suite is a private sanctuary, complete with a massive walk-in closet and a spa-like en suite bathroom featuring a glass-enclosed shower, dual-sink vanity, and expansive cabinetry. Two additional well-appointed bedrooms share a second full bath, while the dedicated interior laundry closet adds a layer of daily convenience. Uniquely positioned with a spacious 2-car garage and a private paved driveway, this home easily accommodates multiple vehicles. The community of Aloma Trails provides a true "lock-and-leave" lifestyle with hassle-free lawn care and pristine common areas included in the HOA. Active lifestyles will thrive with the Cady Way Trail and Cross Seminole Trail just steps from your front door. For fitness buffs, Crunch Fitness is located directly across from the community entrance. Retail: 3 minutes to Walmart, Costco, and Publix. Education: Zoned for top-rated Seminole County Schools and minutes from UCF and Full Sail University. Entertainment: Short drive to the world-class dining and shopping of Park Avenue in Winter Park. Commute: Easy access to SR 417 puts you at the airport in 20 minutes or the beach in just 40! Don't miss your chance to own a piece of Winter Park luxury in a premier gated enclave.
Listing is courtesy of: OLYMPUS EXECUTIVE REALTY INC (407-469-0090)Listing Agent: Gunel Aydamirli (407-907-7704)
32792 - O6398050 - 2372 SHADOWLAND LOOP, WINTER PARK, FL 32792 7 Days on yellowkey
$2,850 | Townhouse | 3 beds | 3.0 baths | 2 gar
Welcome to 2372 Shadowland Loop – Comfort, Style & Location in the Heart of Winter Park Step into this beautifully maintained rental home located in one of Winter Park’s most desirable and convenient areas. From the moment you walk in, you’ll appreciate the open layout, natural light, and inviting living spaces designed for both relaxing and entertaining. The spacious living and dining areas flow seamlessly into a well-appointed kitchen, featuring ample cabinet space and a functional layout perfect for everyday living. Whether you're hosting guests or enjoying a quiet night in, this home offers the flexibility and comfort you’re looking for. The primary suite provides a private retreat with generous closet space and an en-suite bathroom, while additional bedrooms offer versatility for guests, a home office, or family living. Step outside to enjoy your outdoor space—ideal for morning coffee, evening relaxation, or weekend gatherings. Location is everything, and this home delivers. Conveniently situated just minutes from shopping, dining, major roadways, and top-rated schools, you’ll have easy access to everything that makes Winter Park one of Central Florida’s most sought-after communities. ? Spacious, open floor plan ? Bright and inviting living areas ? Private primary suite ? Flexible secondary bedrooms ? Convenient Winter Park location Available now—schedule your private showing today and experience the lifestyle this home has to offer.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)Listing Agent: William Grim, Iii (407-314-9784)
32792 - 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 (407-476-0476)Listing Agent: Hajime Shimabukuro (407-435-1910)
32789 - 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 (407-352-5800)Listing Agent: Helen Thompson (407-766-7537)
32789 - 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.