Location: Winter Springs , 32708
Do Not Show Listings
171 CONSTITUTION WAY, WINTER SPRINGS, FL 32708
$325,00010 Days on yellowkey MLS ID: O6396871
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1468 Built: 2005Monthly Fee: $300 Tax: $2,346 (2024)Community: Heritage Park TwnhmsTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,346
Elementary School: Layer Elementary
High School: Winter Springs High
Tax Year: 2024
Middle School: Indian Trails Middle
Remarks: Welcome to this beautifully maintained townhome located in the desirable gated community of Heritage Park in Winter Springs. Perfectly positioned directly across from the community pool with ample guest parking nearby, this move-in ready home offers both comfort and convenience. Step inside to find attractive laminate flooring flowing throughout the first floor, complemented by neutral paint and upgraded lighting that create a warm and inviting atmosphere. The open-concept layout seamlessly connects the kitchen, dining, and living areas—ideal for both everyday living and entertaining. The well-appointed kitchen features 42" cabinetry, granite countertops, stainless steel appliances, a closet pantry, and a convenient peninsula with breakfast bar seating. Just beyond the living space, enjoy peaceful outdoor living on the open patio overlooking a serene pond backed by conservation—perfect for relaxing mornings or unwinding at the end of the day. Upstairs, all three bedrooms provide privacy and comfort. The spacious primary suite offers tranquil pond views, a walk-in closet, and an en-suite bathroom complete with an oversized single-sink vanity and a large tiled shower. Two additional bedrooms are generously sized with ample closet space, ceiling fans, and plenty of natural light. A full guest bathroom with a shower/tub combination on the second floor and a convenient half bath on the first floor complete the home. Additional highlights include a one-car garage, prime location within the community, and fully furnished option for no additional cost! This is a wonderful opportunity to enjoy low-maintenance living in a sought-after location—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
120 E BAHAMA RD, WINTER SPRINGS, FL 32708
$1,299,90075 Days on yellowkey MLS ID: O6379165
REDUCED by $100,000 (7.1%) on 04/09/2026
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 4464 Built: 1989 Tax: $12,488 (2025)Community: Bahama RanchesSpa: NoSingle Family
Taxes:$12,488
Elementary School: Winter Springs Elementary
Tax Year: 2025
Remarks: This property offers a rare opportunity to own a home with true flexibility, privacy, and long-term value—perfect for today’s evolving lifestyles. Designed with flexibility in mind, this home features a private in-law or guest suite with its own separate exterior entrance and full bathroom, creating an ideal setup for multigenerational living, visiting guests, or a private home office. The in-law suite is generously sized and thoughtfully separated from the main living areas, offering privacy while remaining fully integrated into the home. Whether accommodating extended family, working from home, or seeking additional functional space, this layout provides exceptional adaptability. Inside the main residence, you’ll find a well-designed floor plan with comfortable living areas, abundant natural light, and a seamless flow for everyday living and entertaining. The primary bedroom features an expansive en-suite bathroom and walk-in closet. Bedrooms two and three are exceptionally spacious, each comparable in size to a primary bedroom and featuring walk-in closets. One bedroom includes a built-in hideaway loft, perfect for children’s play or creative space, and is securely constructed with screws, allowing for easy removal if desired. The home is located on a quiet street in an established Winter Springs neighborhood, conveniently close to top-rated schools, shopping, dining, and major commuter routes. *Buyer and Buyer's agent to verify all information. Both property owners are real estate agents.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Alma Merrill (801-613-8090)
448 MACGREGOR RD, WINTER SPRINGS, FL 32708
$375,00011 Days on yellowkey MLS ID: O6397231
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 1477 Built: 1993Monthly Fee: $6 Tax: $1,141 (2024)Community: Highland Village 2Spa: NoSingle Family
Taxes:$1,141
Elementary School: None
High School: None
Middle School: None
Remarks: Explore 448 MacGregor Rd, a individual residence with a straightforward design and integrated features. The interior includes a fireplace, and the primary bedroom features a walk in closet; the primary bathroom provides double sinks and a Jacuzzi. The exterior includes a covered patio and a fenced in backyard, providing an enclosed outdoor area. This property contains practical elements for daily living. Included 100-Day Home Warranty with buyer activation
Listing is courtesy of: OPENDOOR BROKERAGE LLC (480-462-5392)
Listing Agent: Karen Albright (480-462-5392)
202 ARROWHEAD CT, WINTER SPRINGS, FL 32708
$1,250,000240 Days on yellowkey MLS ID: O6337777
0 Days Off yellowkey (back on 4/8/2026)
Bed: 5 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 4078 Built: 1996Monthly Fee: $96 Tax: $14,910 (2024)Community: Arrowhead At Tuscawilla Unit 2Spa: YesSingle Family
Taxes:$14,910
Elementary School: Keeth Elementary
Remarks: Under contract-accepting backup offers. BRAND NEW TILE ROOF! **Buyer backed out due to personal reasons**. Gorgeous custom-built home on one half acre in the prestigious gated community of Arrowhead, the jewel of Tuscawilla. This estate is surrounded by private residences with tile roofs and stunning elevations, offering unmatched curb appeal with a travertine-adorned front porch, decorative columns, and a brick-paver circular drive with a portico leading to a rear-facing oversized three-car garage. Inside, soaring ceilings with crown molding, decorative trays, transom windows, and custom wrought-iron entry doors create an impressive atmosphere. A magnificent double front door and separate “friends and family” entry welcome you into a thoughtfully designed floor plan. The primary suite features two walk-in closets, a luxurious bath with a one-of-a-kind bubbler tub, dual copper sinks, vanity area, abundant counter space, and handsome lighting. An adjacent study could serve as a sixth bedroom if desired. Additionally, the primary bedroom and secondary bedroom, the living room, family room, and study all encircle the pool and patio area for the ultimate entertaining layout. One guest suite even offers a private patio retreat. The gourmet kitchen is a chef’s dream with 42”+ wood cabinetry with crown molding, granite countertops, large pantry, and a spacious center island. Appliances include a Café built-in refrigerator/freezer, KitchenAid stainless steel double ovens and microwave, five-burner gas cooktop, KitchenAid trash compactor, and Miele dishwasher. The butler’s pantry, conveniently located off the kitchen and dining room, offers wine storage and abundant cabinetry. The family room features an electric fireplace with custom cabinetry, while the formal living and dining areas showcase beautiful cherry wood flooring. A giant updated laundry room includes Maytag washer and dryer, floor-to-ceiling cabinetry, quartz countertops, backsplash, and a utility sink. Upstairs, a gently curved stairwell leads to a large bonus room with en-suite bath, ideal as a fifth bedroom, guest suite, media/game room, or man cave. A massive air-conditioned storage room is also located upstairs. Highlights include: • 4 full and 1 half baths * Generac System • Two air-conditioning systems with UV filtration • Whole-house water filtration system • Dual hot water heaters, including one tankless • 9-foot interior doors with ceiling heights ranging from 10–20 feet • French doors across the back of the home, including mitered glass in the family room • New designer lighting fixtures • Recessed lighting and 8” baseboards throughout • NEW Tile Roof and Brand NEW Hot Water Heater • Dramatic exterior and landscape lighting * New Variable Speed Pool Pump installed The outdoor oasis features a huge saltwater pool and heated spa with cantilever edge, brick-paver patio, large covered porch, and outdoor bar with Lynx grill. Lush landscaping, privacy hedges, and a brick wall enclose the backyard, creating space for entertaining, fun, and pets to play. This one-of-a-kind estate combines timeless elegance, modern upgrades, and thoughtful details in one of Tuscawilla’s most sought-after neighborhoods.
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Kim Coburn (407-341-1324)
4467 BROOK HOLLOW CIR, WINTER SPRINGS, FL 32708
$254,99066 Days on yellowkey MLS ID: S5143752
REDUCED by $14,000 (5.2%) on 04/08/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1344 Built: 1991Monthly Fee: $513 Tax: $3,100 (2024)Community: Deer Run Unit 19ATownhouse
Taxes:$3,100
Elementary School: Red Bug Elementary
High School: Lake Howell High
Middle School: Tuskawilla Middle
Remarks: Imagine coming home to a space where comfort, privacy, and peace of mind come together effortlessly. Welcome to 4467 Brook Hollow Cir, the beautifully maintained and updated 3-bedroom, 2.5-bath townhome, offering 1,344 sq ft, invites you to slow down and truly enjoy everyday living. The ceramic tile flooring throughout the first floor creates a bright and welcoming atmosphere.At upstairs, new vinyl flooring and and completely upgrades bathrooms.Thoughtfull including impact resistant hurricane windows (2022), Plumbing replacement (2022). With no rear neighbors, enjoy serene views of the lush conservation area from your private backyard-an ideal spot to unwind. This two-story unit includes two assigned parking spaces and access to a host of community amenities: a sparkling pool, picnic area, grills and park, perfect for weekend gatherings. Ideal as a primary residence or investment. Perfectly positioned just 8.5 miles (19 mins) from the University of Central Florida, this property offers an excellent opportunity for investors, it makes a strong rental candidate with consistent demand.Don't miss your chance to call this peaceful retreat your own.
Listing is courtesy of: LA ROSA REALTY ORLANDO LLC (407-288-8201)
Listing Agent: Miriam Hernandez Gonzalez (786-387-1651)
689 SEVEN OAKS BLVD, WINTER SPRINGS, FL 32708
$600,00025 Days on yellowkey MLS ID: O6393344
1 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2541 Built: 2017Monthly Fee: $100 Tax: $3,845 (2024)Community: Seven OaksSpa: NoSingle Family
Taxes:$3,845
Elementary School: Highlands Elementary
Middle School: South Seminole Middle
Remarks: Under contract-accepting backup offers. This 4 bedroom pool home has an office + a loft, theres room for everyone. Extending an estimated 228 from front to back this home sits on one of the largest lots in the neighborhood for the ultimate in outdoor potential. Enjoy the views from your screened in lanai or in the pool. $50,000 in solar panels will be paid off by the seller at closing. The kitchen is the heart of the home that overlooks the family room and backyard and features stainless steel appliances, a double wall oven, a corner walk-in pantry, and granite countertops. Wood-plank tile runs throughout the main floor, where French doors open to the covered lanai and heated pool. Upstairs, the primary suite is a true retreat and includes a garden tub, separate walk-in shower, and a walk-in closet. The guest bathroom features a double-sink vanity. The interior is finished in neutral colors ready for you to move right in and includes both an osmosis water system and a water softener. Centrally located near the shops and restaurants of 17-92 and 434, the home is also close to Big Tree Park and the Cross Seminole Trails. This property is zoned for Highlands Elementary, South Seminole Middle, and Winter Springs High School. Make sure to check out the video tour.
Listing Agent: Daniel Teston (407-509-0211)
499 CLUB DR, WINTER SPRINGS, FL 32708
$247,50030 Days on yellowkey MLS ID: O6391855
REDUCED by $7,500 (2.9%) on 04/08/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1224 Built: 1987Monthly Fee: $520 Tax: $1,987 (2025)Community: Cypress ClubTownhouse
Taxes:$1,987
Remarks: Beautiful 2 bedroom 2 bathroom townhome within The Highlands Community. The 20ft high ceiling in the Great Room gives this home a very open design with lots of natural light. Sliding doors lead out to a screened porch with separate locked storage space. Guest/2nd bedroom on the first floor with direct access to the 2nd bathroom. All appliances purchased New in 2022 and are included with sale. New A/C 2023. Upstairs flexible loft space makes for a nice home office. Large primary bedroom has beautiful laminate floors and plenty of closet space and updated bathroom. Two assigned parking spaces directly in front of your townhome makes coming home convenient. Cypress Club residents enjoy their own private community pool in addition to All Highlands amenities. They include Audibon Park with BBQ/Picnic Area, Playgrounds, Olympic Size Pool, Kiddie Pool, Nature Walking Trails & Tennis & Pickleball Courts and a Clubhouse. Zoned for highly rated Seminole County Schools with The Highlands elementary school located within the community. Nearby Cross Seminole Trail and Central Winds Park. Located close to 17-92, SR417, grocery stores, fitness clubs.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Paul Buscemi (407-716-2874)
4113 HEDGE MAPLE PL, WINTER SPRINGS, FL 32708
$275,00011 Days on yellowkey MLS ID: O6396927
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1330 Built: 2010Monthly Fee: $345 Tax: $3,769 (2024)Community: Heritage CommonsTownhouse
Taxes:$3,769
Remarks: If you are looking for a Gated Community with the most desirable location in the community you know you have found it! This home boosts an open floorplan that includes a breakfast bar and open to the family and dining area on the main floor, with high ceilings and lots of natural light. Upgraded appliances, kitchen countertops, and flooring. This floor plan offers two spacious master suites upstairs both with walk in closets, divided by a large laundry room complete with storage and large washer and dryer that are staying! No more carrying laundry up the stairs. Beautiful hardwood floors including the stairs with well-appointed finishes throughout. A MUST SEE! Conveniently located near UCF, shopping, roadways, restaurants and the TOP RATED SCHOOLS in the area.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
981 TUSKAWILLA TRL, WINTER SPRINGS, FL 32708
$899,999125 Days on yellowkey MLS ID: O6367655
3 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 3284 Built: 1992 Tax: $5,198 (2025)Community: Tuskawilla Trail SubdSingle Family
Taxes:$5,198
Remarks: Price Improvement! Now offered at $899,000 — Exceptional opportunity in the Tuskawilla / Winter Springs area. This beautifully maintained single-family residence offers 4 bedrooms, 3 bathrooms, and a thoughtfully designed open-concept layout ideal for everyday living and entertaining. Enjoy lake views and true Florida living with a private swimming pool, expansive outdoor space, and a generous lot that provides both privacy and comfort. Interior features include bright, inviting living areas with a seamless flow throughout the home. Conveniently located near top-rated Seminole County schools, parks, walking and biking trails, shopping, dining, and major roadways — just minutes from Trotwood Park, Cross Seminole Trail, Winter Springs Town Center, and with easy access to Oviedo, UCF, Casselberry, and Winter Park. No HOA. Schedule your private showing today — a great opportunity at this price point.
Listing is courtesy of: LA ROSA REALTY PREMIER LLC (407-401-9076)
Listing Agent: Marisela Barazarte Moron (407-316-6742)
1825 SENECA BLVD, WINTER SPRINGS, FL 32708
$735,00012 Days on yellowkey MLS ID: O6396955
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2711 Built: 1989Monthly Fee: $8 Tax: $1,171 (2025)Community: Tuscawilla Unit 14BSpa: NoSingle Family
Taxes:$1,171
Elementary School: Lawton Elementary
High School: Oviedo High
Remarks: One or more photo(s) has been virtually staged. Welcome to 1825 Seneca Blvd in the heart of Tuskawilla, a rare opportunity to own a spacious one-story pool home on an almost half-acre lot in one of Seminole County’s most sought-after locations. Owned by the same family for 37 years, this 4-bedroom, 3 full bathroom block home offers 2,711 square feet of living space, a 2-car garage, soaring ceilings, skylights, abundant natural light, and an ideal layout with multiple living areas all on one level. Priced at its March 2026 appraised value of $735,000, this is a chance to secure a prime piece of real estate in a location where long-term ownership is the norm and opportunities like this do not come up often. Inside, the home offers impressive volume and flexibility. The main living room feels bright and open thanks to soaring ceilings and skylights, while the wood-burning fireplace adds warmth and character. The floor plan offers a great everyday flow with separate living and family spaces, formal and casual dining areas, and a split-bedroom style layout that gives the home both functionality and privacy. The home is move-in ready as it sits, but also presents an excellent opportunity for a new owner to update the cosmetics over time and make it their own. One of the standout features here is the outdoor space. The screened pool and patio area spans much of the rear of the home, creating a true extension of the living space and an ideal setup for relaxing or entertaining. The oversized lot is a major value driver, and because of the mature trees and natural setting, the property feels even more private than many homes nearby. It is the kind of yard that offers both space and seclusion, which is becoming harder and harder to find in this area. Major updates include a roof installed in June 2008, AC replaced in 2011, and water heater replaced in 2011. Optional HOA is another bonus. Zoned for Lawton Elementary, Indian Trails Middle, and Oviedo High School, this home is also close to Oviedo Mall, Trotwood Park, Tuskawilla Country Club, shopping, dining, and recreational amenities. If you have been searching for a well-maintained home with great bones, a large private lot, a screened pool, soaring ceilings, and an unbeatable Seminole County location, 1825 Seneca Blvd deserves your attention.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
4245 LORI LOOP, WINTER SPRINGS, FL 32708
$629,90095 Days on yellowkey MLS ID: O6373966
0 Days Off yellowkey (back on 4/7/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2678 Built: 1989Monthly Fee: $17 Tax: $3,320 (2024)Community: Willow RunSingle Family
Taxes:$3,320
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Seller is offering a $5,000.00 credit towards Closing Cost. Welcome to 4245 Lori Loop in desirable Winter Springs! Situated on an oversized 0.27-acre lot, this spacious 4-bedroom, 2-bath pool home offers a fantastic layout with separate formal living and dining rooms, plus a comfortable family room featuring a cozy fireplace. The newly renovated kitchen showcases custom-built cabinetry with pull-out drawers designed for pots and pans and soft-close features, granite countertops, stainless steel appliances, and a breakfast nook overlooking the screened pool perfect for everyday living and entertaining. Enjoy Florida living at its best with a fully fenced yard, oversized covered porch, and sliding doors that open completely to the pool area for seamless indoor-outdoor flow. Additional highlights include shutters throughout, a large laundry room with utility sink, cabinetry, washer, dryer, and extra refrigerator, and a recently remodeled second/pool bath with dual sinks. The primary bedroom features brand-new carpet, and the home is equipped with a central vacuum system. Major updates include full replumbing in 2025, a roof approximately 3 years old, and an AC system about 2 years old. Very low HOA! Winter Springs is known for its top-rated schools, beautiful parks and trails, strong sense of community, and convenient access to major highways, making it an ideal place to live, work, and play. This is a must-see home!
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Betsy Breton-Garcia, Pa (407-580-5350)
805 LEOPARD TRL, WINTER SPRINGS, FL 32708
$585,000179 Days on yellowkey MLS ID: O6354441
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2608 Built: 1978 Tax: $2,946 (2024)Community: Winter Spgs Unit 4Single Family
Taxes:$2,946
Remarks: Welcome to this beautifully updated 4-bedroom, 2-bath custom home located in the desirable Tuskawilla community—known for its top-rated schools and family-friendly charm. Set on a nearly half-acre lot, this 2,608 sq ft residence offers the perfect mix of comfort, character, and everyday convenience. Step inside and you’ll immediately notice the inviting warmth of the engineered hardwood floors that flow throughout the home. The spacious family room features stunning exposed wood beams and a classic wood-burning fireplace, creating a cozy yet elegant gathering space. Adjacent to the living areas, the bright Florida room offers the perfect spot to relax year-round or enjoy morning coffee while overlooking the backyard. The interior has been freshly painted inside and out, giving the home a bright, modern feel. The master bathroom serves as a luxurious retreat, complete with sleek finishes and thoughtful design details. Outdoors, enjoy your own private oasis complete with a 12-ft deep swimming pool—perfect for entertaining, exercising, or relaxing in the Florida sunshine. The spacious backyard is enclosed by a new vinyl fence for added privacy and includes ample storage with large attached sheds. A rear access gate provides easy parking for a boat, RV, or trailer, while the water softener system ensures clean water throughout the home. The home is also equipped with solar panels, allowing you to enjoy little to no electricity costs, along with a tankless water heater for energy efficiency and endless hot water. Additional highlights include a newer AC (2018) and an optional HOA, offering flexibility and peace of mind. Ideally located near shops, grocery stores, and the amenities of both Winter Springs and Oviedo, this home combines tranquil suburban living with easy access to everything you need. Whether you’re hosting gatherings or seeking a serene retreat, this property truly has it all.
Listing is courtesy of: COLDWELL BANKER REALTY (407-352-1040)
Listing Agent: Miguel Anastacio (407-487-2421)
649 DAVID ST, WINTER SPRINGS, FL 32708
$265,00017 Days on yellowkey MLS ID: O6395999
Bed: 3 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 1077 Built: 1971 Tax: $3,074 (2025)Community: North Orlando Townsite 4Th Add RepSingle Family
Taxes:$3,074
Remarks: Welcome home! This 3-bedroom, 1-bathroom single-family Winter Springs home is move-in ready with tons of upgrades! All the mechanicals have been updated or replaced: Roof replacement in 2024, new plumbing (complete repipe) 2023, AC unit replaced in 2023, and a new electrical panel in 2026. The Kitchen and Bathroom have both been updated, with all-new kitchen appliances. All this with no HOA and a super affordable price for solid block construction in this zip code! We have priced the home to move fast. Schedule your showing now!
Listing is courtesy of: BUSBY REALTY LLC (407-529-6952)
Listing Agent: Chad Busby (407-529-6952)
130 DEER SONG DR, WINTER SPRINGS, FL 32708
$310,00016 Days on yellowkey MLS ID: O6395309
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1105 Built: 1994Monthly Fee: $127 Tax: $3,102 (2025)Community: Deersong 2Single Family
Taxes:$3,102
Remarks: Welcome to 130 Deer Song Dr in the heart of Winter Springs an exceptional opportunity to own one of the most beautifully updated homes in the community! Positioned on a desirable corner lot with ample parking, this fully renovated 3-bedroom, 2-bathroom home stands out as a rare find offering both style and convenience. From the moment you step inside, you’ll notice the thoughtful upgrades throughout, including brand-new flooring, a completely redesigned kitchen, modernized bathrooms, updated plumbing, and new energy-efficient windows. all creating a truly move-in-ready experience. Major systems have already been taken care of for peace of mind, with the roof replaced in 2015 and AC updated in 2019. Step outside to your own private, fully fenced backyard oasis, featuring a paved outdoor space and covered patio perfect for entertaining, relaxing, or enjoying Florida living year-round. The property also includes a detached storage space, offering additional functionality and convenience. Located directly across from the community pool and amenities, you’ll enjoy easy access to everything this well-maintained neighborhood has to offer, including: Community pool Tennis courts Playground Dog park Lawn care included through HOA The location is unbeatable just minutes from Winter Springs Town Center, Seminole County Bike Trail, Oviedo Mall, Publix, restaurants, and everyday essentials, along with nearby fire and police services for added peace of mind. This home checks all the boxes: location, upgrades, lifestyle, and value. Opportunities like this don’t come often, schedule your private showing today and see why this is truly one of the best homes in the neighborhood!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE III (407-207-0825)
Listing Agent: Yosseff Roman (407-394-5843)
104 REDTAIL PL, WINTER SPRINGS, FL 32708
$469,90077 Days on yellowkey MLS ID: O6378697
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1766 Built: 1995Monthly Fee: $170 Tax: $2,250 (2024)Community: Eagles Watch Ph 1Single Family
Taxes:$2,250
Remarks: RECENTLY PRICE REDUCED! Luxury Living Meets Trailside Adventure — with Everything Close By! WELCOME TO THE GATED COMMUNITY OF EAGLE WATCH! This beautifully presented property is a 3-bedroom, 2-bath home where comfort, style, and location come together effortlessly. It is located in the cherished well-maintained community in Winter Springs. Enjoy peace of mind with a newer roof and HVAC system, luxury engineered wood flooring throughout the home, plus fresh interior paint that gives the home a clean, modern feel. Low HOA fees also include common area landscaping maintenance and pristine curb appeal throughout the community! Eagle Watch shares a gated entrance community pool with Howell Creek Reserve to enjoy with friends and family! The home's inviting layout is perfect for everyday living and entertaining, filled with natural light and an easy, modern flow. Step outside and relax with your covered screened in porch and level up your lifestyle with direct access to the Cross Seminole Trail—a dream for avid bicyclists, hikers, and walkers who love the outdoors. Now let's talk about the location being so convenient! You’re just minutes from malls, dining, and shopping, close to SR 417, University of Central Florida, and an easy ride to the world-class parks Orlando is famous for. Adventure, entertainment, and everyday essentials are all right at your fingertips. Move-in ready, perfectly located, and packed with lifestyle perks—this one is fun, functional, and full of possibilities! DONT WAIT TOO LONG! Schedule your showing today!
Listing is courtesy of: JASON MITCHELL REAL ESTATE FLO (754-307-0607)
Listing Agent: Cathy Norman (407-247-7180)
449 GEE HAMMOCK LN, WINTER SPRINGS, FL 32708
$355,000107 Days on yellowkey MLS ID: O6370606
0 Days Off yellowkey (back on 4/4/2026)
REDUCED by $4,000 (1.1%) on 04/02/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1435 Built: 2016Monthly Fee: $226 Tax: $5,182 (2025)Community: Jesups LandingTownhouse
Taxes:$5,182
Remarks: Under contract-accepting backup offers. Welcome to your dream home at 449 Gee Hammock Lane, nestled in the tranquil and highly sought-after neighborhood of Jesups Landing. This stunning home boasts Stainless Steel appliances, Granite countertops, 42" Cabinets, Tiled kitchen backsplash, Pendant lighting, Walk-in pantry, Breakfast bar, and charming built-in storage shelves. This home offers a split floor-plan, giving you the option to partition the home as you please! The private, spacious balcony located on the second floor is the perfect place to enjoy relaxing moments. The community is surrounded by nature preserves, parks, and top-rated schools. You will love the easy access to Major Highways (SR 434, SR 417) for commuting to nearby cities such as Orlando, Altamonte Springs, and Sanford.
Listing is courtesy of: THE PROPERTY STOP LLC (407-744-5557)
Listing Agent: Angela Magac (407-744-5557)
986 TURKEY HOLLOW CIR, WINTER SPRINGS, FL 32708
$498,90093 Days on yellowkey MLS ID: O6374288
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1864 Built: 1985Monthly Fee: $3 Tax: $3,119 (2024)Community: Oak Forest Unit 4Single Family
Taxes:$3,119
Remarks: 986 Turkey Hollow Circle—where comfort, style, and Florida living come together beautifully. Nestled in one of Winter Springs’ most desirable neighborhoods, this 4-bedroom, 2-bath pool home offers the perfect blend of warmth, functionality, and thoughtful updates—just minutes from Tuskawilla Road, SR-434, shopping, dining, and top-rated schools. Step inside to an open, light-filled great room where the kitchen, dining, and living spaces flow effortlessly—ideal for both everyday living and entertaining. The heart of the home is the kitchen, featuring rich cabinetry, custom backsplash, farmhouse sink, and a spacious island with cooktop and bar seating—perfect for gathering and connection. Just beyond, the inviting living room showcases vaulted ceilings, recessed lighting, tile flooring, and a stunning brick fireplace, creating a cozy yet open atmosphere. Sliding glass doors lead to your private outdoor retreat. Enjoy true Florida living outdoors with a sparkling pool, heated spa, and expansive covered lanai (10’ x 48’)—perfect for relaxing evenings, entertaining guests, or weekend poolside fun. Wood-tone decking, a fire pit area, gazebo dining space, and dedicated grill area complete this backyard oasis. The primary suite is a peaceful escape, offering private lanai access, a spacious bath, and walk-in closet. A split floor plan provides three additional bedrooms and an updated guest bath with convenient pool access—ideal for family or guests. Recent updates include: • POOL & DECK RESURFACED (2024) + new heater & pump • ROOF (2020) • Updated bedroom WINDOWS (2024) • Renovated GUEST BATH (2024) • New recessed lighting (2024) • New stainless steel refrigerator (2023) • Lanai flooring, spa lighting, gazebo & paver grill area Warm, welcoming, and move-in ready—this is the kind of home where memories are made. (All information intended to be accurate, but not guaranteed.)
Listing is courtesy of: CALL IT CLOSED INTL REALTY (407-338-3339)
Listing Agent: Christopher Dunlop (321-223-0407)
1075 CONDOR PL, WINTER SPRINGS, FL 32708
$414,90032 Days on yellowkey MLS ID: O6391519
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1749 Built: 1988Monthly Fee: $28 Tax: $3,267 (2024)Community: Sunrise Estates Unit 4Single Family
Taxes:$3,267
Elementary School: Rainbow Elementary
Remarks: Under contract-accepting backup offers. Charming three bedroom, two full bathroom, two car garage home with large fully fenced backyard in the lovely community of Sunrise in Winter Springs. This home has been loved and it shows with well-maintained neutral interior throughout. The large living room offers a beautiful wood burning fireplace with mantle and flooring has been upgraded to tile or laminate throughout. The kitchen features plenty of space for cooking and overlooks the large family room making this home perfect for entertaining. The spacious master bedroom features a vaulted ceiling, walk-in closet and dual vanities in attached full bathroom. Upgrades to this home include hurricane rated dual pane windows and doors (2020), refrigerator (2021), dishwasher (2020), PEX re-pipe (2012), master bath shower doors (2022), HVAC compressor (2025) and new paint (2022). Sunrise community amenities include basketball courts, tennis courts, park and playground. View today.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Courtney Davis (407-493-8329)
620 STALLION CT, WINTER SPRINGS, FL 32708
$650,00018 Days on yellowkey MLS ID: O6395164
0 Days Off yellowkey (back on 4/3/2026)
Bed: 5 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2856 Built: 1979 Tax: $3,831 (2024)Community: Winter Spgs Unit 3Single Family
Taxes:$3,831
Remarks: Under contract-accepting backup offers. Welcome to this incredible opportunity to create your own paradise on 1.8 acres in the Estate Section of Tuskawilla Country Club! This 5 bedroom home sits on a prime lot in the premier neighborhood of Winter Springs. The home is ready for a complete renovation to bring it up to modern standards. You are working with a solid floor plan and a property that has had some of the major items addressed: Roof replaced 2017, HVAC 2014, Septic serviced 2024. If your goal is to build your dream home, then this beautiful, majestic area of Tuskawilla is perfect for you! Professional photos to follow next week after the estate sale process is complete. Please forgive the current condition, listing still being prepared for public viewing. Limited access granted this week to accommodate interest prior to the official launch. Call for early access. This property will be sold AS-IS only. No repairs will be offered or systems warranted. This rare find will be gone soon!
Listing Agent: Claudia Davidson (850-294-0199)
791 ANDOVER CIR, WINTER SPRINGS, FL 32708
$435,00044 Days on yellowkey MLS ID: O6386689
5 Days Off yellowkey (back on 3/23/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1628 Built: 1994Monthly Fee: $124 Tax: $2,326 (2024)Community: Georgetowne Unit 3Single Family
Taxes:$2,326
Remarks: Welcome home to Georgetowne in the heart of Tuscawilla — where lifestyle, location, and top-rated schools come together to create one of the most desirable places to call home in Seminole County. Living here means being surrounded by the very best the area has to offer. Spend your mornings walking or biking along the scenic Seminole Trail, or head over to Trotwood Park for tennis, pickleball, playgrounds, and open green space the whole family can enjoy. On warm Florida afternoons, the community pool provides the perfect place to relax and cool off close to home. Golf enthusiasts will appreciate being just a golf cart ride away from the private Tuscawilla Country Club, offering championship golf, dining, and social events. Families are drawn to Georgetowne not only for its charm but also for access to highly rated Seminole County schools — a major highlight of this established and well-loved community. Conveniently located near SR 417, commuting is effortless whether you’re heading to the airport, the beaches, or Central Florida’s world-famous theme parks. Plus, you’ll enjoy an abundance of nearby shopping and dining options, giving you everything you need just minutes from your doorstep. Georgetowne in Tuscawilla isn’t just a neighborhood — it’s a lifestyle defined by community, convenience, and everyday enjoyment.
Listing is courtesy of: SHORES REAL ESTATE (407-353-0106)
Listing Agent: Phil Herman (407-587-6049)
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