Location: Winter Park , 32792
Do Not Show Listings
330 ELKHORN CT, WINTER PARK, FL 32792
$559,90092 Days on yellowkey MLS ID: O6376757
REDUCED by $10,000 (1.8%) on 04/16/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1570 Built: 1965 Tax: $2,086 (2025)Community: Winter Park Pines Merrie OaksSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,086
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: 330 Elkhorn Ct is a beautifully renovated home located in the highly desired Winter Park Pines community. Freshly updated with a 2025 electric panel, 2025 A/C system, and a 2024 roof, offering modern efficiency, peace of mind, and big-ticket upgrades already taken care of! Inside, you’ll find a bright, open layout with wide-plank flooring, recessed lighting, and a modern neutral color palette that feels clean and inviting. The kitchen has been thoughtfully updated with shaker-style cabinetry, sleek countertops, stainless steel appliances, and designer finishes—including a farmhouse sink and gold hardware/fixtures that add a high-end touch. The bedrooms offer comfortable space with updated finishes throughout, while the oversized backyard provides plenty of room to relax, entertain, garden, or create your ideal outdoor setup. Conveniently located near shopping, dining, parks, and major roadways—and zoned for top-rated schools including Winter Park High School—this home is a standout opportunity in one of the area’s most sought-after neighborhoods.
Listing is courtesy of: LA ROSA REALTY CW PROPERTIES L (407-910-2168)
Listing Agent: Neil Chetram (407-752-1597)
2317 SUN VALLEY CIR #2317, WINTER PARK, FL 32792
$279,00010 Days on yellowkey MLS ID: O6398500
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1295 Built: 1987 Tax: $1,107 (2025)Community: Cedarwood Village 1Condo
Taxes:$1,107
Remarks: 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)
638 BLAIRSHIRE CIR, WINTER PARK, FL 32792
$639,0009 Days on yellowkey MLS ID: C7524884
0 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1701 Built: 1964 Tax: $2,816 (2025)Community: Brookshire Heights 4Th AddSpa: YesSingle Family
Taxes:$2,816
Remarks: Under contract-accepting backup offers. Well-maintained 3 bedroom, 2 bath one story pool home. This home is on a highly desirable street near three high rated schools, parks, shopping, emergency services, Cady Way Trail and Center for Health and Wellbeing. The garage is two car with two built in storage areas. Make your appointment to see this beautiful home!
Listing is courtesy of: REALTY ONE GROUP MVP (800-896-8790)
Listing Agent: Sharon Wainman (239-297-4434)
1537 BANTAM WAY, WINTER PARK, FL 32792
$475,00040 Days on yellowkey MLS ID: O6391664
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2312 Built: 2022Monthly Fee: $330 Tax: $5,964 (2025)Community: Enclave At Hawks CrestTownhouse
Taxes:$5,964
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Under contract-accepting backup offers. There’s a certain feeling you get the moment you arrive in the secure, gated community of Enclave at Hawks Crest… a sense of calm, privacy, and understated luxury that immediately sets it apart. At 1537 Bantam Way, that feeling begins the second you pull up. The clean architectural lines, paver driveway, and polished contemporary exterior create a striking first impression… but it’s what happens inside this spacious 2,312 sq ft townhome that truly defines its beauty and charm. Step through the front door and you’re immediately welcomed into a light-filled, open-concept space where every detail feels intentional. Wood-look tile flooring stretches across the first level, adding warmth and durability, while high ceilings and natural light create an airy, expansive feel. This is a home designed not just to look beautiful, but to live effortlessly. At the center of it all is a kitchen that truly anchors the home. Featuring stainless steel appliances, a large center island with seating, and a walk-in pantry, it’s built for both everyday living and entertaining. The kitchen flows seamlessly into the dining and living areas, creating a connected environment that feels natural, comfortable, and refined. Sliding glass doors open to a covered rear patio… a private outdoor extension where mornings begin peacefully and evenings unwind with ease. Whether entertaining guests or enjoying a quiet night in, this space becomes a natural extension of the home’s living area, offering a balance of indoor comfort and outdoor enjoyment. Upstairs, the layout continues to impress with both comfort and flexibility. The primary suite offers generous space, a large walk-in closet, and a well-appointed en suite bath with dual vanities and a spacious walk-in shower. A central loft creates an additional living area, ideal for a media room, play space, or secondary lounge. Two additional bedrooms, a full bathroom, and an upstairs laundry room provide convenience and thoughtful separation of space. On the main level, a dedicated office adds even more flexibility for today’s lifestyle, whether working from home, creating, or simply having a quiet retreat. Beyond the home itself, the community enhances the lifestyle with exceptional amenities, including a large resort-style pool perfect for relaxing weekends or social gatherings, along with a children’s playground that adds to the neighborhood’s welcoming and family-friendly environment. The gated entry provides an added layer of privacy and security, creating a sense of exclusivity while still fostering a connected community atmosphere. Located in one of Central Florida’s most desirable areas, you’re just minutes from the charm of Park Avenue, the walkable appeal of Baldwin Park, and have quick access to SR 417 and I-4, making commuting to Downtown Orlando and surrounding areas seamless. Top-rated schools, dining, shopping, and entertainment are all within close reach, placing everything you need exactly where you want it. This is more than a townhome… it’s a refined, low-maintenance lifestyle in Winter Park, combining modern design, thoughtful functionality, and the added comfort of a gated community. Buyers may also receive up to $2,500 toward closing costs or a mortgage rate buy-down when using the seller’s preferred lender, creating additional value and flexibility for today’s buyer.
Listing is courtesy of: LIVE MVRK LLC (407-756-4563)
Listing Agent: Jared Dunn (407-493-8872)
102 BELL PL, WINTER PARK, FL 32792
$1,399,00013 Days on yellowkey MLS ID: O6398118
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2459 Built: 2025 Tax: $4,224 (2025)Community: Eastgate SubSingle Family
Taxes:$4,224
Remarks: 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)
1369 BLUE STEM LN, WINTER PARK, FL 32792
$825,00020 Days on yellowkey MLS ID: O6396971
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2589 Built: 2021Monthly Fee: $413 Tax: $6,074 (2024)Community: Landings At Hawks CrestSingle Family
Taxes:$6,074
Tax Year: 2024
Remarks: Nestled in one of the most sought-after neighborhoods in Winter Park, this exceptional gated residence offers the perfect blend of elegance, comfort, and modern efficiency. Ideally located just five minutes from top-rated private schools, this two-story single-family home is designed for both luxurious living and everyday functionality. Upon entry, you are welcomed by a dramatic grand foyer featuring soaring ceilings of nearly 20 feet, creating an impressive and light-filled living space. The open layout seamlessly connects the main living areas, ideal for entertaining and family gatherings. This thoughtfully designed home features 4 spacious bedrooms and 3.5 bathrooms, including dual primary suites—one conveniently located on the main level and another upstairs—providing flexibility for multi-generational living or guest accommodations. A dedicated private office on the first floor offers the perfect work-from-home environment. Step outside to a beautifully maintained backyard with premium artificial turf, fully fenced for privacy, and a screened rear patio—perfect for relaxing or enjoying Florida’s outdoor lifestyle year-round. Extensively upgraded throughout, the home showcases high-quality finishes with no carpet—featuring elegant flooring and tile across all living areas, along with a solid wood staircase that adds warmth and sophistication. The garage is equally well-appointed with a premium epoxy-coated floor, offering both durability and a clean, polished look. Energy efficiency is a standout feature of this home, equipped with a tankless water heater for on-demand hot water and reduced energy consumption, as well as solar panels that help significantly lower utility costs. This is a rare opportunity to own a meticulously upgraded home in a prime Winter Park location—ideal as a primary residence or a high-potential investment property.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
418 GILBERT RD, WINTER PARK, FL 32792
$740,00032 Days on yellowkey MLS ID: O6385950
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1680 Built: 1964 Tax: $9,094 (2025)Community: Winter Park Pines Ut 5Single Family
Taxes:$9,094
Elementary School: Brookshire Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: Beautifully renovated solid block home on a quiet street in highly desirable Winter Park Pines! This property features fresh exterior paint, updated lighting, a newly paved courtyard, and a bright open floor plan. The stunning kitchen offers modern cabinetry, quartz countertops, and brand-new stainless steel appliances, flowing seamlessly into the dining and family rooms. The sun-drenched Florida room is lined with windows that brighten the entire living space. Complete with a dry bar and its own mini-split AC unit, it offers flexible space for entertaining, relaxing, or creating your dream retreat. The split floor plan includes three generously sized bedrooms and three full renovated bathrooms, with a private primary suite with walk-in closet off the family room and the additional bedrooms and bath located on the opposite side of the home. The attached two-car garage offers excellent potential to be converted into a fourth bedroom, utilizing the existing full bathroom to create a private mother-in-law suite or guest quarters. Additional upgrades include new flooring, trim, doors, fixtures, and fresh interior paint. Create your own outdoor oasis with a newly paved patio and large fenced backyard with room for a pool. Ideally located near downtown Winter Park, Park Avenue shopping and dining, Cady Way Trail, and zoned for top-rated schools. Schedule your showing today!
Listing is courtesy of: SOTERA LIVING (407-725-9660)
Listing Agent: Lianna Dangelo (321-446-3509)
5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792
$285,00013 Days on yellowkey MLS ID: O6398856
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1984 Tax: $668 (2024)Community: Lazy Oaks CondoCondo
Taxes:$668
Remarks: 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)
2834 BRIGHT BIRD LN, WINTER PARK, FL 32792
$399,000108 Days on yellowkey MLS ID: O6372452
REDUCED by $25,000 (5.9%) on 04/18/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1907 Built: 2024Monthly Fee: $375 Tax: $1,200 (2024)Community: Grayson SquareTownhouse
Taxes:$1,200
Remarks: Priced BELOW appraised value for a quick sale! Welcome to this stunning newer-construction townhome offering modern design, spacious living, and unbeatable value in one of Orlando’s most convenient locations. Featuring 3 bedrooms, 3 bathrooms, and nearly 2,000 sq ft of living space, this home boasts an open-concept layout, contemporary finishes, and abundant natural light throughout. The kitchen flows seamlessly into the main living area—perfect for entertaining—while the generously sized bedrooms provide comfort and flexibility for any lifestyle. Built in 2024, this home offers the peace of mind of newer construction with stylish, move-in-ready appeal.
Listing is courtesy of: LIFESTYLE INTERNATIONAL REALTY (305-809-8085)
Listing Agent: Irene Navarro (786-224-8499)
1340 BLUE STEM LN, WINTER PARK, FL 32792
$724,900118 Days on yellowkey MLS ID: O6365415
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $5,000 (0.7%) on 04/11/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2587 Built: 2022Monthly Fee: $235 Tax: $6,594 (2025)Community: Landings At Hawks CrestSingle Family
Taxes:$6,594
Remarks: Located within the gated community of Hawk’s Crest, one of Winter Park’s most desirable neighborhoods, this beautifully maintained two-story home is set on an oversized lot with tranquil pond views and a layout designed to live effortlessly. Light-filled, open, and thoughtfully upgraded, the home offers a balance of comfort, style, and everyday functionality. A pavered driveway and walkway create an inviting arrival, leading into a bright interior with soaring ceilings and abundant natural light. The main living space flows seamlessly, anchored by a chef’s kitchen featuring quartz countertops, stainless steel appliances, solid wood cabinetry, and a generous island with breakfast bar—perfect for casual meals, entertaining, or gathering at the end of the day. The kitchen opens naturally to the dining and family rooms, creating a connected space that feels both open and welcoming. Sliding doors lead to a covered lanai overlooking the pond, extending the living space outdoors and providing a peaceful backdrop for morning coffee or evening relaxation. Inside, upgraded luxury vinyl flooring and custom roller shades add warmth and a polished finish throughout the main living areas. The first-floor primary suite offers a private retreat with serene water views, a spacious walk-in closet, and a spa-inspired bath with dual vanities and a walk-in shower. A dedicated office on the main level adds flexibility and can easily function as a fifth bedroom if needed. Upstairs, a generous loft provides additional living space—ideal for a media room, play area, or secondary lounge—while three well-sized bedrooms offer comfort and versatility for guests, hobbies, or working from home. Energy-efficient features, ample storage, and thoughtful design make the home as practical as it is inviting. Residents of Hawk’s Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playgrounds, and scenic walking paths, along with HOA-included lawn care for low-maintenance living. Ideally situated near shopping, dining, outdoor recreation, and major roadways, this home offers both convenience and a sense of retreat within Winter Park. Come experience the lifestyle and setting that make this home truly special—schedule your private showing today.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Beth Hobart (407-227-8192)
2330 COLDSTREAM DR, WINTER PARK, FL 32792
$650,00035 Days on yellowkey MLS ID: O6384436
0 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1750 Built: 1958 Tax: $6,951 (2024)Community: Brookshire HeightsSingle Family
Taxes:$6,951
Remarks: Completely renovated and move-in ready! This beautifully updated home has been fully remodeled with attention to detail and quality finishes throughout. Recent upgrades include brand-new flooring, modern appliances, fresh interior and exterior paint, and a new A/C system, offering comfort and peace of mind for years to come. The home is in excellent condition. Truly feels like new construction without the new construction price. Perfect for first-time homebuyers looking for a turnkey property or investors seeking a strong rental opportunity in a desirable location. Conveniently located near shopping, dining, major roadways, and top-rated schools. Don’t miss this opportunity to own a fully updated home in a fantastic area!
Listing is courtesy of: DTB FLORIDA REALTY, INC. (786-543-8296)
Listing Agent: Marta Faustino (786-543-8296)
1354 TIERRA CIR, WINTER PARK, FL 32792
$425,000469 Days on yellowkey MLS ID: O6271121
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 1969Monthly Fee: $2 Tax: $3,812 (2023)Community: Casa AlomaSingle Family
Taxes:$3,812
Elementary School: English Estates Elementary
Tax Year: 2023
Remarks: Located in the highly sought-after Casa Aloma community, this charming 1960s home offers the perfect blend of comfort, style, and convenience. Situated within a one-mile radius of all that Winter Park has to offer, this well-maintained home truly stands out in terms of location, location, location! The open floor plan is ideal for entertaining, with a spacious living room providing ample space for the whole family. The kitchen is a chef's dream, featuring stainless steel appliances, a gas stove, and a kitchen island that serves as a perfect spot for casual meals or as a serving area for family gatherings. A formal sitting room or secondary living area is conveniently located just off the kitchen, with sliding doors leading to the screened patio. The screened-in patio is perfect for unwinding after a long day, offering a relaxing space to enjoy Florida's rainy evenings. Don't forget to check out the built-in gas grill—great for outdoor cooking! The formal dining room provides an elegant space for holiday dinners or dinner parties throughout the year, with sliders leading to the patio for easy access to outdoor dining. The abundance of windows and sliders throughout the home ensures a bright, airy feel, while also showcasing the large backyard. The master bedroom is a standout feature, offering generous space and excellent closet storage. The recently updated master bath includes new flooring and a modern shower. In addition to the master suite, there are three more spacious bedrooms and a fully updated hall bath. Additional features and upgrades include Gas water heater roughly (2018) Fencing (2016) Windows and sliders (2016) Roof (2011). The backyard has a huge avocado tree as well for you lovers of avocado! This home is just minutes from shopping, top-rated schools, parks, and entertainment, including the iconic Park Avenue and Maitland shopping areas. Winter Park offers everything you need, and this home is the perfect place to enjoy it all. Don’t miss out—this move-in-ready gem is waiting for you! Schedule your showing today and make this beautiful home yours!
Listing is courtesy of: REAL ESTATE FIRM OF ORLANDO (407-581-5550)
Listing Agent: Carl Mataushek (321-229-8084)
3172 CROWN JEWEL CT, WINTER PARK, FL 32792
$339,90012 Days on yellowkey MLS ID: O6397498
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1406 Built: 2019Monthly Fee: $146 Tax: $4,977 (2025)Community: Coronado TwnhmsTownhouse
Taxes:$4,977
Elementary School: Cheney Elem
Remarks: 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)
814 DENSMORE DR, WINTER PARK, FL 32792
$425,00011 Days on yellowkey MLS ID: O6399773
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 1610 Built: 1960 Tax: $5,402 (2025)Community: Winter Park EstatesSingle Family
Taxes:$5,402
Elementary School: Lakemont Elem
Middle School: Maitland Middle
Remarks: 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)
3204 NETHERWOOD, WINTER PARK, FL 32792
$299,99977 Days on yellowkey MLS ID: O6380637
0 Days Off yellowkey (back on 4/16/2026)
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 1056 Built: 1983 Tax: $3,426 (2024)Community: Coronation AddSpa: NoHalf Duplex
Taxes:$3,426
Remarks: Under contract-accepting backup offers. Discover this beautifully renovated 2-bedroom, 1.5 -bathroom villa in the heart of Winter Park! Nestled on a private cul-de-sac lot with no HOA, this home has been completely upgraded to offer modern comfort and style. Step inside to luxury vinyl flooring throughout, an open-concept living space, and a sleek kitchen with stainless steel appliances. The high-end bathroom remodel adds a spa-like touch, while the spacious bedrooms provide a cozy retreat. The highlight? A brand-new private pool, perfect for unwinding or entertaining in your own backyard oasis! Located just minutes from downtown Winter Park’s shopping, dining, and entertainment, with easy access to the airport, UCF, and major attractions. Whether you're looking for a starter home, investment property, or vacation retreat, this home is a rare find. Furnishings are negotiable. Schedule your showing today!
Listing is courtesy of: WATSON REALTY CORP. (407-589-1600)
Listing Agent: Renee Anthony (407-603-5935)
5503 ALBERT DR, WINTER PARK, FL 32792
$405,00028 Days on yellowkey MLS ID: S5146768
3 Days Off yellowkey (back on 4/16/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1366 Built: 1978 Tax: $4,241 (2024)Community: Howell Branch WoodsSingle Family
Taxes:$4,241
Remarks: Under contract-accepting backup offers. Rare No-HOA home with NEW ROOF 2022 and dedicated HOME OFFICE/FLEX SPACE! This move-in-ready 3-bedroom, 2-bathroom residence offers 1,366 sq ft of smart living plus an bonus room perfect for remote work, creative studio, or guests—functionality of four spaces without the 4-bedroom price premium.Enjoy zero HOA restrictions, significant monthly savings, and peace of mind with a 3-year-old roof (transferable documentation included). Features include updated flooring throughout (no carpet), fully fenced backyard, and 2-car garage. Zoned for desirable Seminole County schools (Eastbrook Elementary/Lake Howell High) with quick access to SR-436, shopping, and downtown Winter Park. Ideal for remote professionals, small families, or savvy buyers seeking low-maintenance ownership with room to work and grow. Quick closing available. Schedule today!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Fernando Perez De Armas (407-837-7144)
7336 FOREST HILL CT #240, WINTER PARK, FL 32792
$169,90059 Days on yellowkey MLS ID: O6386461
REDUCED by $10,000 (5.6%) on 04/08/2026
Bed: 2 Bath: 1.5 Liv Area Sq Ft: 990 Built: 1984Monthly Fee: $450 Tax: $2,899 (2025)Community: Hidden Oaks Condo Ph 12Condo
Taxes:$2,899
Remarks: Updated Winter Park Townhome!! If you are looking for LOCATION this is the property for you. This well maintained END unit is move in ready: two-story 2 Bedrooms 1.5 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. Updated cabinetry, quartz counters, 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, two bedrooms and master bathroom with double vanity set and brown glass sink top in dark coffee. 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: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Steven Looper (321-662-3582)
3374 HAMLET LOOP, WINTER PARK, FL 32792
$375,00055 Days on yellowkey MLS ID: O6386907
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1397 Built: 1994Monthly Fee: $63 Tax: $5,326 (2024)Community: Villas Of Casselberry Ph 3Single Family
Taxes:$5,326
Remarks: This well-maintained 3 bedroom, 2.5 bath home is located in the quaint, charming city of Winter Park. Step inside to a split-bedroom floor plan featuring a spacious living and dining area with high ceilings and beautiful natural lighting. The kitchen is equipped with ample cabinetry in excellent condition, spacious countertops with breakfast bar seating, and a large pantry. The primary bedroom suite is on the first floor and boasts a walk-in closet and an updated bathroom with a dual sink vanity and walk-in shower. The two remaining bedrooms are on the second floor and share a guest bathroom with a large vanity and bathtub. Upgrades include ceiling fans in all rooms, a laundry space with a washer and dryer included, and a 1-car garage. This home also features a private patio and backyard with no rear neighbors, perfect for an outdoor dining set, grilling station, lounge area, or garden. The Villas of Casselberry offers low HOA fees and a community swimming pool. Conveniently located near highly rated K-12 schools, Full Sail University, UCF, and Rollins College. Approximately 15 minutes away from Park Ave and Orlando Ave offering a variety of shopping, dining, and entertainment. The roof, A/C, and water heater are all less than 10 years old. Schedule a showing today!
Listing is courtesy of: THE REALTY MEDICS (321-947-7653)
Listing Agent: Ben Sencenbaugh (321-947-7653)
3217 OAK LAWN PL #211, WINTER PARK, FL 32792
$179,00044 Days on yellowkey MLS ID: O6390713
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1117 Built: 1984 Tax: $2,909 (2025)Community: Hidden Oaks Condo Ph 11Condo
Taxes:$2,909
Remarks: Rare corner unit opportunity — this 3-bedroom, 2-bath home sits on the upper level of the highly sought-after Hidden Oaks community in Winter Park, tucked in one of the neighborhood's quieter, more private sections away from street traffic and parking lot noise. Unlike most units in the complex, this home benefits from windows on three sides, flooding every room with natural light throughout the day — a feature you simply won't find in the standard interior units. The second-floor position adds both privacy and tranquility, with no footsteps overhead and elevated views of the surrounding mature tree canopy that Hidden Oaks is known for. The functional floor plan makes the most of every square foot, with a spacious living area that feels open and airy thanks to that exceptional three-sided window exposure. The kitchen has been thoughtfully updated with a brand-new range, and the refrigerator, dishwasher, and washer/dryer were all replaced approximately three years ago — move-in ready from day one. Perfectly positioned for convenience without sacrificing peace and quiet: minutes from Full Sail University, UCF, downtown Winter Park, and downtown Orlando, with quick access to the 408 and 417. One assigned parking space is included, with two additional permits available through the association.
Listing is courtesy of: SHORES REAL ESTATE (407-353-0106)
Listing Agent: Abby Yelken (407-496-9822)
3720 JONQUIL LN, WINTER PARK, FL 32792
$445,00012 Days on yellowkey MLS ID: O6399628
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1647 Built: 1982 Tax: $1,835 (2024)Community: Garden Lake Estates Unit 2Single Family
Taxes:$1,835
Remarks: 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)
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