Location: Winter Park
Do Not Show Listings
432 W SWOOPE AVE, WINTER PARK, FL 32789
$695,00087 Days on yellowkey MLS ID: O6375719
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2317 Built: 2014Monthly Fee: $463 Tax: $9,138 (2025)Community: Swoope ParkTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,138
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: A short stroll to Park Avenue in 5 minutes. Beautiful townhome, move in ready. Spacious and open floor plan with 4 bedrooms and 3.5 baths.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Thomas Bonner (407-401-3748)
2420 FIRSTLIGHT WAY, WINTER PARK, FL 32792
$450,000188 Days on yellowkey MLS ID: O6351808
3 Days Off yellowkey (back on 4/4/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2312 Built: 2019Monthly Fee: $320 Tax: $5,397 (2024)Community: Enclave At Hawks CrestTownhouse
Taxes:$5,397
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Under contract-accepting backup offers. Welcome to this beautifully designed, move-in-ready townhome— the largest end-unit in one of Winter Park’s most sought-after gated communities! This spacious townhome is conveniently located in the gated community of Hawks Crest, offering 2,312 sq ft of low-maintenance living. With 3 bedrooms, 2.5 bathrooms, a 2-car garage, filled with natural light thanks to abundant windows and soaring ceilings. The paved driveway and lush landscaping welcome you home. Step inside to find a flex space ideal for a home office, den, or second living area. The open-concept main level boasts 9-foot ceilings and seamlessly connects the expansive living room, dining area, and chef-style kitchen complete with quartz countertops, shaker cabinetry, stainless steel appliances, and a large center island perfect for entertaining. Glass sliders lead to the covered patio perfect for your morning coffee or relaxing evenings outdoors. Upstairs, a spacious loft provides a versatile bonus area—great for a media room, playroom, or home gym. The oversized primary suite impresses with tray ceilings, a spa-like en-suite bathroom featuring dual vanities, a walk-in shower, private water closet, and a generous walk-in closet. Two additional bedrooms also offer walk-in closets and share a stylish full bathroom. A conveniently located upstairs laundry room (washer and dryer included) completes the upper level. Residents of Hawks Crest enjoy access to a suite of resort-style amenities including a community pool, playgrounds, parks, picnic areas, and more. Ideally located just steps from Park Maitland Preschool and neighborhood favorites like Foxtail Coffee, Kelly’s Homemade Ice Cream, and Donut King, with quick access to Downtown Winter Park and major highways. Don’t miss your chance to own this exceptional home in one of Winter Park’s most desirable communities!
Listing is courtesy of: ATRIUM REALTY, LLC (833-919-1190)
Listing Agent: Kristan Hayden (407-489-7411)
1952 SPRING ST, WINTER PARK, FL 32792
$270,00086 Days on yellowkey MLS ID: O6373082
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1050 Built: 1983Monthly Fee: $57 Tax: $2,652 (2024)Community: Villas Of Casselberry Ph 2Townhouse
Taxes:$2,652
Remarks: Discover the opportunity to own in Winter Park at 1952 Spring Street—a well loved 3-bedroom, 2-bath townhouse offering charm, functionality, and a private yard, a rare find in this desirable area. Nestled in a well-established neighborhood, this home provides a peaceful residential feel and tranquility while remaining just minutes from everything Winter Park has in store. The interior features new appliances, making it move-in ready with modern convenience. A brand-new roof will be installed once the property is under contract, offering added value and peace of mind to the future owner. Whether you’re seeking a primary residence or an investment opportunity, this property delivers flexibility, comfort, and location. Enjoy nearby parks, shopping, dining, and easy access to major roads—convenience meets lifestyle in one of Central Florida’s most sought-after communities. Don’t miss this exceptional opportunity—schedule your private showing today.
Listing is courtesy of: BEAR TEAM REAL ESTATE (407-228-1112)
Listing Agent: Bethanne Baer (407-228-1112)
3262 OAK LAKE PL #139, WINTER PARK, FL 32792
$169,00064 Days on yellowkey MLS ID: O6382548
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984 Tax: $2,034 (2024)Community: Hidden Oaks Condo Ph 08Townhouse
Taxes:$2,034
Elementary School: Aloma Elem
High School: Winter Park High
Middle School: Glenridge Middle
Remarks: One or more photo(s) has been virtually staged. Modern Charm in Prime Winter Park Location! Step into this beautiful 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community of Winter Park. Freshly painted with brand-new carpeting throughout, this stylish 1,031 sq. ft. home offers both comfort and flair. Enjoy peace of mind with a new roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a savvy investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Listing is courtesy of: FLORIDA PRESTIGIOUS HOMES INC (754-246-2070)
Listing Agent: Ian Trumbach (754-246-2070)
2232 SHADOWLAND LOOP, WINTER PARK, FL 32792
$399,900105 Days on yellowkey MLS ID: O6370721
0 Days Off yellowkey (back on 3/21/2026)
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1755 Built: 2021Community: Enclave At Hawks CrestTownhouse
Taxes:
Tax Year:
Remarks: Welcome to this fabulous townhome in the much sought after Hawk's Crest neighborhood in winter park. The townhouse has perfect layout when you walk into the house, beautiful tile floor, one half bathroom downstairs. 3 Bedrooms upstairs with a big loft. It is a perfect floor plan to live here or as an investment. Resort style pool and playground. Near to everywhere, easy to find highway and shopping center.
Listing is courtesy of: U S GLORY REALTY (407-222-7801)
Listing Agent: He Gao (407-955-0138)
2224 SHADOWLAND LOOP, WINTER PARK, FL 32792
$435,000130 Days on yellowkey MLS ID: O6364889
Bed: 3 Bath: 3.0 Liv Area Sq Ft: 2346 Built: 2021Community: Enclave At Hawks CrestTownhouse
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Nestled in the heart of Winter Park, 2224 Shadowland Loop offers a beautiful blend of comfort, style, and low-maintenance living in this spacious 3-bedroom, 3-bathroom townhouse. The interior features an inviting open layout with high ceilings, modern finishes, and tile and carpet flooring all throughout. The well-appointed kitchen flows effortlessly into the main living and dining areas, creating a seamless environment for entertaining or everyday living. All three bedrooms include generous walk-in closets, while the primary suite offers a peaceful retreat with its own private bathroom and serene ambiance. A versatile loft on the second floor adds valuable flex space that is ideal for a home office, media area, or playroom. Outside, the home offers a cozy enclosed rear patio perfect for relaxing, dining outdoors, or enjoying your morning coffee in privacy. A spacious two-car garage provides convenience and additional storage. The community surrounding Shadowland Loop is quiet, welcoming, and beautifully maintained, with tree-lined streets and easy access to the best of Winter Park. Residents enjoy proximity to top-rated schools, charming parks, boutique shopping, vibrant dining spots, and the area’s beloved lakes and recreation. With its thoughtful design, modern amenities, and exceptional location, this townhouse delivers the ideal Winter Park lifestyle.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
7444 WOODBURN CT #29, WINTER PARK, FL 32792
$165,000251 Days on yellowkey MLS ID: S5131940
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1983Community: Hidden Oaks Condo Ph 02Townhouse
Remarks: Sought after Winter Park Location! 2-bedroom, 2.5-bath townhome located in the desirable Hidden Oaks community. 1,031 sq. ft. newer roof installed in 2023. The exterior is thoughtfully landscaped, enhancing the home’s inviting curb appeal. Conveniently located just: 10 minutes to Downtown Orlando, 15 minutes to Orlando International Airport, 10 minutes to shopping and dining, 15 minutes to Valencia College, 25 minutes to UCF, 30 minutes to Disney World. Top schools such as Aloma Elementary, Glenridge Middle School, and Winter Park High School. Whether you're looking for a place to call home or a smart investment, this gem combines timeless design, modern updates, and unbeatable location. Don’t miss this opportunity!
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Abranette Lopez (773-858-1141)
3370 CEDAR SPRINGS PL #156, WINTER PARK, FL 32792
$189,000280 Days on yellowkey MLS ID: O6326460
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1031 Built: 1984Community: Hidden Oaks Condo Ph 09Townhouse
Remarks: Ideally situated just minutes from Full Sail University, UCF, and major retailers, this well-appointed 2-bedroom, 2.5-bath townhome-style condo offers both comfort and convenience. No rear neighbors. The main floor features a spacious living and dining area with a breakfast nook, a guest half bath, and updated appliances. Upstairs, you’ll find two generously sized master suites, each with its own private bathroom. Step outside to a fenced-in patio that overlooks a serene water canal and conservation area—perfect for relaxing or entertaining. Additional features include an outdoor storage room and extra storage space under the stairs. The Hidden Oaks community offers residents access to a beautiful pool and playground. Whether you're a first-time homebuyer, an investor, or simply looking for a cozy place to call home, this property presents a standout opportunity close to major highways, universities, and popular dining spots in Central Florida.
Listing is courtesy of: SPRINGHILL PROPERTIES LLC (646-236-0299)
Listing Agent: Wendy Lin (646-236-0299)
2612 EXUMA WAY, WINTER PARK, FL 32792
$275,000 MLS ID: O6387369
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1020 Built: 1978Community: Windward Square Sec 2Townhouse
Remarks: Hidden gem in the heart of Winter Park! This beautifully updated 2-bedroom, 2-bath single-story townhouse offers a private fenced backyard, additional storge closet on back patio and a low HOA. The home features granite countertops, new cabinetry, and stainless steel appliances, along with tastefully renovated bathrooms and fresh interior paint throughout. Major upgrades include 2022 pavers, a whole-house repipe, and a newer roof. Enjoy community amenities such as a resort-style pool, basketball courts, and a clubhouse—perfect for entertaining. Centrally located near shopping, dining, major travel routes, Altamonte Springs Mall, Downtown Winter Park, Full Sail University, and UCF. Zoned for top-rated Seminole County schools. A fantastic single-level townhome in a prime location with very reasonable HOA fees.
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Kendra Haywood (407-733-0436)
1289 HARMON AVE, WINTER PARK, FL 32789
$500,000 MLS ID: O6346480
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1683 Built: 1990Community: Henkel AddTownhouse
Remarks: Under contract-accepting backup offers. Multiple Offers! Highest and Best due by 12:00pm on Tuesday 3/10! This impeccable townhome is located in sought after Winter Park. A lovely walkway brings you the front door, where you enter into the foyer of the home. The living room boasts loads of natural light from newer large picture windows, vaulted ceilings, newer porcelain floors and a French door which leads to the deck and backyard. The dining room is just beyond the living room where the peaceful views continue. The renovated kitchen features stainless-steel appliances, soft-close drawers and cabinets with pull-out shelving, Quartz counters and a quaint eat-in area. The staircase, with a large landing area, leads you into a generous size loft with a skylight that provides ample space for an office, workout space, or library. Just beyond the loft is the large primary suite complete with dual walk-in closets with closet systems and plenty of storage space, a private balcony overlooking the front of the home and an ensuite bathroom with a dual sink vanity, jetted garden tub and separate shower. A secondary bedroom space is located on the 1st floor along with a guest bathroom that offers a granite counter vanity and separate shower. The backyard is very Zen and includes 2 decks along with green space. Other amenities and updates include: newer roof, newer water heater, newer windows and sliding door and new porcelain floors. Welcome home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Beth Logullo (772-633-0670)
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