Location: Winter Park , 32792
Do Not Show Listings
926 ENCLAVE PL, WINTER PARK, FL 32792
$2,235,00071 Days on yellowkey MLS ID: O6408030
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 4150 Built: 2026Monthly Fee: $124 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,900
Elementary School: Lakemont Elem
High School: Winter Park High
Tax Year: 2026
Middle School: Maitland Middle
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Renderings are for inspirational purposes. Please inquire for additional details and available customization options.
Listing is courtesy of: CORCORAN PREMIER REALTY (407-965-1155)
Listing Agent: Laura Earl (443-994-9441)
938 ENCLAVE PL, WINTER PARK, FL 32792
$2,099,00071 Days on yellowkey MLS ID: O6408090
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3865 Built: 2026Monthly Fee: $124 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Remarks: Pre-Construction. To be built. Welcome to The Enclave, an exclusive boutique community in the heart of Winter Park featuring just 23 thoughtfully crafted residences by FG Schaub Custom Homes. Nestled beneath mature oak canopies and surrounded by lush natural beauty, this private enclave offers the perfect balance of tranquility, sophistication, and walkable convenience. Ideally located just moments from Phelps Park, the YMCA, premier dining, shopping, and the vibrant charm of downtown Winter Park, residents enjoy an elevated lifestyle in one of Central Florida’s most desirable locations. This stunning custom-designed residence showcases timeless architecture with clean modern farmhouse influences, highlighted by striking curb appeal, refined exterior detailing, and thoughtfully curated landscaping. Inside, exceptional craftsmanship and upscale finishes define every space. Features include high-performance low-E double-pane windows, 8-foot solid-core interior doors, tankless gas water heaters, and an open, livable floor plan designed for both everyday comfort and elegant entertaining. The gourmet kitchen is appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a refined palette of materials and colors. Expansive indoor-outdoor living spaces include a resort-style pool and a fully equipped summer kitchen, creating the ultimate Florida lifestyle experience. Spacious interiors, elevated detailing, and quality construction come together to create a home that is both luxurious and inviting. Buyers still have the opportunity to personalize select finishes and explore certain floor plan modifications. Additional upgrade options may include a detached cabana and/or guest house, subject to lot compatibility, community guidelines, and additional pricing. Renderings are for inspirational purposes. A rare opportunity to own a truly custom home in one of Winter Park’s most intimate and architecturally distinctive new communities.
910 ENCLAVE PL, WINTER PARK, FL 32792
$1,899,00077 Days on yellowkey MLS ID: O6406803
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3620 Built: 2027Monthly Fee: $124 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options. Renderings are for inspirational purposes.
930 ENCLAVE PL, WINTER PARK, FL 32792
$2,050,00077 Days on yellowkey MLS ID: O6403032
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3813 Built: 2026Monthly Fee: $124 Tax: $9,900 (2026)Community: The Enclave Winter ParkSingle Family
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create an elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options.
Listing Agent: Matthew Burks (407-257-5347)
901 ENCLAVE PL, WINTER PARK, FL 32792
$1,495,000132 Days on yellowkey MLS ID: O6383602
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2738 Built: 2026Monthly Fee: $247 Tax: $9,900 (2026)Community: The Enclave Winter ParkTownhouse
Remarks: Pre-Construction. To be built. Welcome to The Enclave at Winter Park—an exclusive collection of architecturally distinctive residences crafted by FG Schaub Custom Homes, blending timeless character with modern luxury. 901 Enclave Place (Lot1) is a thoughtfully designed courtyard home offering an elegant yet functional layout centered around private outdoor living. A charming covered front porch and welcoming foyer lead into an expansive open-concept gathering and dining space, seamlessly connected to a designer kitchen featuring a large center island, walk-in pantry, and effortless flow for entertaining. At the heart of the home, a covered lanai and courtyard create a true indoor-outdoor lifestyle—perfect for year-round enjoyment and intimate gatherings. The first-floor primary suite is a private retreat with a spacious walk-in closet and spa-inspired bath, complemented by a convenient powder bath and laundry/pantry area. Upstairs, you’ll find a well-appointed layout including an second primary suite with a luxurious bath and oversized closet, a additional bedroom, full bath, and a versatile gathering loft—ideal as a media room, office, or flex space. Designed with both comfort and sophistication in mind, this residence showcases clean architectural lines, abundant natural light, and carefully curated indoor and outdoor living spaces. Located within a boutique enclave of just a limited number of homes, residents will enjoy a serene setting surrounded by mature trees and thoughtfully designed community green space. Experience the best of Winter Park living with close proximity to renowned dining, shopping, and top-rated schools—all within one of the area’s most sought-after new communities. Design book is available upon request. Please inquire for details and customization options.
905 ENCLAVE PL, WINTER PARK, FL 32792
$1,495,000132 Days on yellowkey MLS ID: O6383679
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2756 Built: 2026Monthly Fee: $247 Tax: $9,900 (2026)Community: The Enclave Winter ParkTownhouse
Remarks: Pre-Construction. To be built. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. Ideally located within walking distance to Park Avenue and historic Old Winter Park, this exclusive neighborhood blends timeless character with modern luxury. The courtyard homes at The Enclave offer a distinctive design centered around light, openness, and indoor-outdoor living. These four-bedroom residences feature thoughtfully designed floor plans with a first-floor primary suite and expansive living spaces that flow seamlessly to private outdoor areas. Large windows and two unique entry design options allow for abundant natural light, enhancing the open-concept layouts. Each home is finished with high-end selections, including Wolf and Sub-Zero appliances, high-performance double-pane windows, and elevated interior finishes throughout. Blending modern design with comfort and functionality, these homes provide a unique opportunity to enjoy a private courtyard lifestyle in one of Winter Park’s most desirable locations. Design book is available upon request. Please inquire for details and customization options.
914 ENCLAVE PL, WINTER PARK, FL 32792
$1,895,000132 Days on yellowkey MLS ID: O6391825
Bed: 5 Bath: 4.5 Gar: 2 Liv Area Sq Ft: 3617 Built: 2026Monthly Fee: $372 Tax: $10,000 (2025)Community: The Enclave Winter ParkSingle Family
Taxes:$10,000
Tax Year: 2025
Remarks: Pre-Construction. To be built. 914 Enclave Place is a beautiful Alys Beach inspired design. The Enclave is a premier, boutique community in the heart of Winter Park, featuring just 23 thoughtfully designed residences nestled beneath mature oak canopies, being built by FG Schaub Custom Homes. A short walk to Phelps Park, YMCA, dinner and shopping. Surrounded by natural beauty and designed with intention, The Enclave offers a rare opportunity to enjoy a private, residential setting while remaining connected to the area’s finest dining, shopping, and cultural amenities just minutes away in downtown Winter Park.. With a limited collection of custom homes, this community delivers an elevated lifestyle defined by architecture, walkability, and enduring charm. This custom single-family home is thoughtfully designed with exceptional craftsmanship and upscale finishes throughout. Each residence features high-performance, low-E double-pane windows, 8-foot solid core interior doors, and tankless gas water heaters for modern efficiency and comfort. Homes are appointed with premium Wolf and Sub-Zero appliances, designer-selected finishes, and a curated palette of colors and materials. These homes have it all; summer kitchens well equipped with fridge and grill and a sparkling pool. Spacious layouts, refined detailing, and quality construction create a elevated yet livable environment, all set within a beautifully landscaped and private setting. There is still time for the Buyer to personalize design selections and explore certain home plan modifications. Upgrade options are also available, including the opportunity to add a detached cabana and/or guest house, subject to builder pricing, lot compatibility, and community guidelines. Please inquire for additional details and available customization options.
2450 GRAND TETON CIR #2450, WINTER PARK, FL 32792
$255,00020 Days on yellowkey MLS ID: O6418973
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1311 Built: 1981 Tax: $889 (2025)Community: Cedarwood Village 1Spa: NoCondo
Taxes:$889
Elementary School: English Estates Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Rare end units like this don't come around often! Welcome to 2450 Grand Teton Circle, tucked away in the well-maintained, established community of Cedarwood Village in Winter Park. This 3-bedroom, 2-bath home is filled with natural light thanks to its end-unit location, and the open layout makes it easy to relax, entertain and enjoy everyday living. The spacious living and dining areas flow together nicely, while the kitchen offers plenty of room to cook, gather, and stay connected with family and friends. Over the past several years, this home has been thoughtfully updated, giving the next owner peace of mind. Major improvements include a new roof, skylights, HVAC system, water heater, kitchen appliances, washer and dryer, updated LED lighting, and fresh interior paint. Both bathrooms have been beautifully remodeled, the home has been replumbed by the HOA, and the primary closet has been enhanced with custom shelving. Additional updates include new flooring in the secondary bedrooms, updated window blinds, and thoughtful finishing touches throughout. The private screened lanai has been transformed into a cozy outdoor retreat with fresh paint, a ceiling fan, new screens and screen door, string lighting, and decorative greenery—making it the perfect place to enjoy your morning coffee or unwind after a long day. Life here is easy. Cedarwood Village is a beautifully maintained, established community featuring a community pool and Clubhouse for your special events, tennis courts, and pickleball courts. The HOA has also recently repainted the exterior of the buildings, helping keep the neighborhood looking fresh and inviting. Best of all, this home is value priced, giving you an incredible opportunity to own in desirable Winter Park without the premium price tag. You're just minutes from Winter Park's shopping and dining, Full Sail University, UCF, major employers, and convenient access to SR-417 and downtown Orlando. If you've been looking for a move-in-ready home in a fantastic location with years of thoughtful updates already completed, this rare end unit is definitely worth a look!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: John Campese (407-310-8974)
7471 CANFORD CT #19, WINTER PARK, FL 32792
$199,000294 Days on yellowkey MLS ID: G5103114
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1393 Built: 1974 Tax: $2,750 (2024)Community: Whisperwood CondoCondo
Taxes:$2,750
Elementary School: Cheney Elem
Tax Year: 2024
Middle School: Glenridge Middle
Remarks: One of the lowest-priced homes in Winter Park with nearly 1,400 square feet, a private carport, screened balcony, community pool, and easy access to UCF, Full Sail, Rollins, Valencia East, Orlando International Airport, and downtown Orlando! The monthly HOA covers many exterior maintenance items so you can enjoy low-maintenance living.This 2 bedroom, 1.5 bathroom condo features a townhome style layout with spacious living areas. Recent enhancements include the removal of dated laminate to reveal ceramic tile flooring throughout the main level, installation of stylish luxury vinyl plank on the upper level, new carpeting on the staircase and landing, and a full interior repaint. In addition, the sliding glass doors were professionally serviced, including roller replacement, track repairs, and installation of new locks to ensure smooth, secure operation. Deluxe vinyl fencing was installed throughout the community by the HOA replacing the older wooden fencing. The fencing was replaced with the vinyl after the listing photos were taken, please view the video to see the replacement vinyl fencing. Enjoy convenient features including an in-unit washer and dryer combo, storage under the stairs, and a large carport with an attached storage shed. The spacious primary bedroom opens to a large screened-in balcony. Whether you’re a first-time home buyer, student, investor, or looking to make your move into Winter Park, this home offers affordability, convenience, and plenty of potential!
Listing is courtesy of: IAD FLORIDA LLC (407-720-0020)
Listing Agent: Karen Salter (352-227-0451)
1448 LAKE FLORENCE WAY, WINTER PARK, FL 32792
$1,149,90064 Days on yellowkey MLS ID: O6411164
REDUCED by $49,100 (4.1%) on 06/17/2026
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 3652 Built: 2018Monthly Fee: $186 Tax: $7,277 (2025)Community: Lake Florence PreserveSpa: NoSingle Family
Taxes:$7,277
Elementary School: Eastbrook Elementary
Remarks: Located within an intimate gated community of just 28 homes and only a short drive to Downtown Winter Park, this exceptional former model home by K. Hovnanian Homes showcases over $200,000 in builder and custom upgrades with luxury finishes and thoughtful design throughout. Residents enjoy access to a private community dock, perfect for launching a canoe or paddleboard or simply relaxing while enjoying sunset views over the water. This stunning Michelson floorplan offers the perfect blend of elegance, comfort, and functionality with spacious living areas designed for both everyday living and entertaining. Upon entry, you’re welcomed by a private office, formal dining room with custom accent features, recessed lighting throughout, beautiful wood-look tile flooring, and designer details at every turn. The open-concept family room features built-in speakers that continue throughout the main living spaces, upstairs, and outdoor lanai area, creating a seamless entertainment experience throughout the home. The gourmet kitchen is beautifully appointed with quartz countertops, 42” cabinetry, stainless steel appliances, gas cooktop, oversized island, modern backsplash, butler’s pantry with wine fridge, and an incredible walk-in pantry with custom built-in shelving. Massive 12-foot triple sliding glass doors open to the resort-style backyard featuring a beautiful open pool, custom fire pit, pergola seating area, pre-wire for a gas grill, and a backyard perfect for relaxing or entertaining. The first floor also includes a guest suite with a full bath and direct pool access, a mudroom, a coat closet, a convenient half bath, and an oversized three-car tandem garage with overhead storage. Upstairs, a beautiful wood tread staircase leads to an expansive loft and bonus room area along with spacious secondary bedrooms, all featuring walk-in closets. A Jack-and-Jill bathroom with dual sinks, additional full bath, oversized linen closets, and a large laundry room with sink and extensive cabinetry provide exceptional functionality and storage. The luxurious owner’s retreat is a true sanctuary featuring tray ceilings, built-in speakers, a stunning accent wall, coffee bar area, spa-inspired bath with an oversized walk-in shower, abundant storage, and an enormous walk-in closet with multiple sections. Additional highlights include a brand-new A/C unit and countless high-end finishes throughout. Ideally located near top-rated schools, shopping, dining, and major roadways, this meticulously maintained home offers elevated Florida living in one of the area’s most desirable gated communities.
Listing is courtesy of: RE/MAX 200 REALTY (407-629-6330)
Listing Agent: Abby Nelson (407-571-1445)
3371 RIVER VIEW WAY #46, WINTER PARK, FL 32792
$205,00090 Days on yellowkey MLS ID: O6403947
29 Days Off yellowkey (back on 7/8/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1151 Built: 1983Monthly Fee: $450 Tax: $2,986 (2025)Community: Hidden Oaks Condo Ph 03Condo
Taxes:$2,986
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to Unit 46 at Hidden Oaks, a townhome-style condo nestled in one of Winter Park's most convenient and well-established communities. Ideal for first-time buyers, down-sizers, or investors looking for location and lifestyle in one. The floor plan offers three bedrooms upstairs with two full bathrooms, plus a half bath on the main level — perfect for guests and everyday living. Two reserved parking spots included. The HOA covers the community pool, water, trash, grounds maintenance, and structural upkeep, making this a truly low-maintenance lifestyle. Pets welcome. Hidden Oaks lives up to its name with lush, mature landscaping throughout. Unbeatable location — minutes from Full Sail University, UCF, and Valencia College, with easy access to major Central Florida employers. Downtown Winter Park's dining, shopping, and Park Avenue charm are all within reach. Properties in this community move quickly — schedule your showing today.
Listing is courtesy of: REALTY ONE GROUP EVOLVE (386-368-7222)
Listing Agent: Safiya Bourne Llc (689-249-1999)
346 S RANGER BLVD, WINTER PARK, FL 32792
$475,000319 Days on yellowkey MLS ID: S5134662
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1592 Built: 1965 Tax: $5,339 (2024)Community: Winter Park PinesSingle Family
Taxes:$5,339
Elementary School: Aloma Elem
Remarks: PRIME LOCATION! Beautiful 3 Bedroom 2 Bathroom home is located in sought after Winter Park Pines with NO HOA and NO CDD. It is situated on a Corner Lot (0.22 Acre) and is a super short distance to the High Rated schools in Winter Park. The interior is extremely well kept with engineered wood floors, crown molding, and a beautiful glass entry door. There is a captivating white-washed stone fireplace and built in shelving for an elegant look in the Family Room. The kitchen has stainless steel appliances, wood cabinets with under cabinet lighting, and bar top seating. Primary Bedroom has a walk-in closet and a glass door shower with tile walls and built-in niches. The Primary bathroom has private access to the screened patio (Florida Room) and spacious backyard. The gated fence opens extra wide for boat, RV or your trailer entry. This entry is very convenient to back any trailer size. For outdoor activities, you just step out of the house and go on a Cady Way Trail for biking, skating, and walking activities. For tennis lovers there are very well kept tennis courts where sport enthusiasts practice their skills in pickleball. Right next to the tennis courts is a playground that offers cozy shaded areas with slopes, swings, and climbing walls. Publix, Costco, Walmart and the post office are all located nearby. For evening promenade the downtown Winter Park, located just a few miles away, offers unique restaurants, cozy coffee shops and bars. To see this amazing 3 bedroom home for sale in Winter Park, call today and schedule a showing! NOTE: Roof - July 2023. HVAC - 2015. No HOA, NO CDD.
Listing is courtesy of: IMPERIAL REALTY OF FLORIDA INC (407-346-4746)
Listing Agent: Tanya Vyushkina (407-346-4746)
729 MONMOUTH WAY, WINTER PARK, FL 32792
$799,00027 Days on yellowkey MLS ID: O6422168
0 Days Off yellowkey (back on 7/7/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2332 Built: 1970 Tax: $8,433 (2025)Community: Winter Park PinesSpa: NoSingle Family
Taxes:$8,433
Remarks: Under contract-accepting backup offers. Completely reimagined with an extensive top-to-bottom renovation, this stunning four-bedroom, three-bathroom pool home offers over 2,300 square feet of beautifully curated living space in one of Winter Park's most desirable locations. Every detail was thoughtfully selected to blend timeless design with modern functionality, creating a truly move-in-ready home. Inside, large wood-look plank tile flooring installed throughout in 2024 creates a seamless flow, complemented by recessed lighting, plantation shutters, all-new designer lighting and ceiling fans, and energy-efficient windows replaced in 2024. A cozy wood-burning fireplace provides character to the beautiful living space while French doors installed in 2024 provide effortless access to the outdoor living space. Additional upgrades completed in 2024 include blown-in insulation and a gas tankless water heater. The showstopping kitchen was completely remodeled in 2024 and is designed to impress. Custom hardwood cabinetry accented with elegant gold hardware is paired with luxurious quartz countertops and a dramatic full-height quartz backsplash. A large center island with seating for four, a black farmhouse sink, pot filler, and abundant prep space make this kitchen equally suited for everyday living and entertaining. Split from the secondary bedrooms for added privacy, the spacious primary suite is a peaceful retreat featuring French doors leading directly to the pool, a dedicated makeup vanity, walk-in closet, and a beautifully renovated ensuite bathroom with a double vanity and an oversized tiled shower enclosed by frameless glass. All three bathrooms were tastefully remodeled in 2024 with timeless, high-end finishes. The oversized laundry room is as functional as it is attractive, offering built-in cabinetry for exceptional storage along with an included washer and dryer. Step outside to your own private backyard oasis situated on a beautifully landscaped .26-acre lot. The screened in-ground pool was resurfaced with mini pebble finishes in 2025, while a custom flagstone outdoor shower with a decorative rock bed creates a true resort-inspired atmosphere. Additional exterior improvements completed in 2024 include new exterior doors, gutters, French drains, and an updated two-car garage featuring epoxy flooring along with new torsion springs and rollers. Ideally located just minutes from UCF, Rollins College, Full Sail University, AdventHealth Winter Park, the Crosby Wellness Center, Winter Park Pines Golf Club, and the Cady Way Trail, residents also enjoy access to Cady Way Park with its community pool, playground, beach volleyball courts, tennis courts, and pickleball courts. Zoned for highly rated Aloma Elementary, Glenridge Middle School, and Winter Park High School, this exceptional home combines a remarkable renovation with an unbeatable Winter Park lifestyle. ROOF - 2024 HVAC - 2024 ELECTRICAL - 2024 PLUMBING - 2024 TANKLESS WATER HEATER - 2024
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Amy Turner (407-803-3885)
7500 WAUNATTA CT, WINTER PARK, FL 32792
$299,90027 Days on yellowkey MLS ID: TB8525179
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1979 Tax: $6,383 (2025)Community: Lake Waunatta VillageSingle Family
Taxes:$6,383
Remarks: Multiple OFFERS.. highest and best due by 10pm Sunday July 5th, Seller to review offers on Monday. Seller is a corporation and has never occupied the home. Seller does not disclose. It is Buyer and Buyers brokers responsibility to verify all information. Seller chooses Mainstay National Title. 5 day inspection period max. Closing date on or before 45 days from effective date. All appliances stay in home but not warranted by seller. SOLD AS-IS. See offer instructions. AC 10/2020. WH and Roof ages unknown.
Listing is courtesy of: FUTURE HOME REALTY INC (813-855-4982)
Listing Agent: Ryan Sack (813-351-9598)
4768 TANGERINE AVE #4768, WINTER PARK, FL 32792
$174,900156 Days on yellowkey MLS ID: S5144503
REDUCED by $4,100 (2.3%) on 07/07/2026
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 753 Built: 1973Monthly Fee: $280 Tax: $1,479 (2024)Community: Wrenwood CondoCondo
Taxes:$1,479
Remarks: Stunning renovated 1-bedroom in Winter Park! Enjoy all-new flooring, fresh paint, knockdown ceilings, and a sleek bath and kitchen with new cabinets and stainless appliances. Community was freshly painted and roads repaved in 2025. Prime location near top dining, shopping, and parks. Move-in ready perfection!
Listing is courtesy of: PROPERTY OUTLET INTERNATIONAL (407-723-7000)
Listing Agent: Christopher Franqui (347-703-7008)
333 CORNWALL RD, WINTER PARK, FL 32792
$579,00069 Days on yellowkey MLS ID: O6409379
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1660 Built: 1963Monthly Fee: $5 Tax: $2,654 (2025)Community: Winter Park PinesSingle Family
Taxes:$2,654
Elementary School: Brookshire Elem
Remarks: Located in the heart of Winter Park, Winter Park Pines is a well-established neighborhood known for its convenience, school zoning, and access to outdoor living. A place to slow down, where evening walks feel like something out of a storybook, and the Cady Way Trail is just steps from your back door for morning runs, bike rides, and everything in between. One of the standout features is having the Cady Way pool, pickleball courts, and beach volleyball courts all just a short walk away. The home is zoned for Brookshire Elementary School, Glenridge Middle School, and Winter Park High School, making this location a consistent choice for buyers prioritizing long-term value. In addition to the location, the home benefits from key updates already completed, including a 2022 roof, 2021 HVAC system, updated windows installed in 2017, along with an updated kitchen and bathrooms, offering peace of mind and modern functionality for the next owner. Ideally positioned to enjoy the Winter Park lifestyle. Close proximity to Park Avenue’s boutique shopping and exceptional dining, while the University of Central Florida, Rollins College, and Full Sail University are all within easy reach. AdventHealth Winter Park and Orlando International Airport are also close by, making both daily routines and travel simple. This is a home that delivers on every level, location, lifestyle, and lasting quality.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Melissa Johnson (407-681-4393)
751 WARRENTON RD, WINTER PARK, FL 32792
$319,90037 Days on yellowkey MLS ID: TB8522073
0 Days Off yellowkey (back on 7/6/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1196 Built: 1989Monthly Fee: $86 Tax: $2,795 (2025)Community: Winter Park Pines Patio HomesSpa: NoHalf Duplex
Taxes:$2,795
Remarks: Beautiful 3 bedroom 2 bath duplex in Winter Park in the Winter Park school district on a quiet dead end street near the Winter Park Pines Golf Course. Your new home is freshly painted inside and out, has updated kitchen and bathrooms, stainless steel appliances, new A/C system, new roof, and a new hot water heater. There is no need to worry about your yard, your bushes, or your fence, they are all covered under an inexpensive HOA, what a great deal! This updated home is move in ready and the neighbors are a pleasure! Come see your new home today!
Listing is courtesy of: FLAT FEE MLS REALTY (813-642-6030)
Listing Agent: Stephen Hachey (813-642-6030)
2022 EASTBROOK BLVD, WINTER PARK, FL 32792
$353,00031 Days on yellowkey MLS ID: S5152746
1 Days Off yellowkey (back on 7/6/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1420 Built: 1966 Tax: $3,122 (2025)Community: Eastbrook Sub Unit 07Single Family
Taxes:$3,122
Remarks: Under contract-accepting backup offers. Welcome home to this beautifully maintained 3-bedroom, 2-bathroom residence in the desirable Winter Park area! From the moment you arrive, you'll appreciate the long driveway, inviting curb appeal, and numerous recent upgrades that provide both style and peace of mind. Step inside to find updated bathrooms, newer appliances, and a functional layout designed for comfortable everyday living. Major improvements include a new roof and gutters (2023) and a newer water heater, making this home truly move-in ready. One of the standout features is the spacious, fully fenced backyard that backs up to preservation land, offering the privacy and tranquility of having no rear neighbors. Enjoy Florida living year-round from the large screened-in patio, perfect for entertaining, relaxing, or enjoying your morning coffee. Gardening enthusiasts will love the three raised garden beds, ready for planting your favorite flowers, herbs, or vegetables. Conveniently located near major highways, shopping, grocery stores, restaurants, and everyday conveniences, this home also offers easy access to the University of Central Florida (UCF), Valencia College, parks, and a variety of local attractions and family-friendly activities. Whether you're a first-time homebuyer, growing family, or simply looking for a home that combines comfort, privacy, and an unbeatable location, this Winter Park gem is one you won't want to miss. Schedule your private showing today!
Listing is courtesy of: REAL BROKER, LLC (855-450-0442)
Listing Agent: Adriana Pena (407-494-7945)
252 SCOTTSDALE SQ #252, WINTER PARK, FL 32792
$85,00028 Days on yellowkey MLS ID: O6421977
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1085 Built: 1974 Tax: $1,637 (2025)Community: Winter Park Woods CondoCondo
Taxes:$1,637
Remarks: Great location for homeowner or investor. Located close to FullSail and UCF and major roads, shopping, eating and more. Don't hesitate to see this one before it is gone!
Listing Agent: Lisa Wright (321-231-3141)
5184 LAZY OAKS DR, WINTER PARK, FL 32792
$280,00026 Days on yellowkey MLS ID: O6422366
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1984 Tax: $2,780 (2025)Community: Lazy Oaks CondoCondo
Taxes:$2,780
Remarks: Charming two-bedroom, two-bath condominium available in Winter Park. The reserve is fully funded, and monthly condominium fees are low. A comfortable foyer welcomes you inside, leading down the hallway to the second bedroom at the front of the home, where a large window overlooks the front green space. The kitchen opens to a bright, inviting space with skylights that bring natural light into the combined living and dining area. A fireplace adds warmth to the room, while sliding glass doors lead to a private screened enclosure overlooking additional green space at the rear of the property. Ideally positioned within the home, the kitchen features all-new appliances and an oversized pantry with spice shelving for easy organization. The primary bedroom offers an inviting entrance with closet space upon entry. Sliding glass doors fill the room with soft natural light, creating a calm and peaceful atmosphere. The primary bath includes a double vanity and additional deep closet space. From the bedroom, step out to the screened enclosure and enjoy quiet moments in the Florida breeze. Lazy Oaks Condominium is a charming, peaceful community in Winter Park. Conveniently located near shopping, restaurants, schools, and universities, it offers an inviting place to relax and call home.
Listing is courtesy of: PAINE-ANDERSON PROPERTIES, INC (407-695-7898)
Listing Agent: Joyce Gary (407-782-3276)
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