Location: Longwood
Keyword(s): Rock Lake Middle
Keyword(s) Middle School: Rock Lake Middle
Do Not Show Listings
1321 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$625,0001 Day on yellowkey MLS ID: O6395630
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2614 Built: 1985Monthly Fee: $46 Tax: $3,171 (2025)Community: NorthridgeSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,171
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: It’s all about location! Welcome to Northridge, a charming and highly sought-after community in the heart of Central Florida. This spacious two-story, 4-bedroom, 2.5-bath Pool home is ideally situated on an oversized .36-acre Corner Lot. Bonus! The Primary Suite is conveniently located on the FIRST FLOOR LEVEL and features a beautiful Tray Ceiling that adds architectural elegance and dimension. The recently remodeled custom ensuite is truly stunning—complete with a Frameless Glass Shower, Spa-inspired Rainfall Shower, Dual Vanities, and a Private Water Closet, all complemented by an expansive walk-in closet to create a luxurious private retreat. Newer Double-Pane Sliding Glass Door provides direct access to the patio while filling the space with natural light. Upstairs, you’ll find three additional bedrooms offering comfort and flexibility for family or guests. Recent updates include luxury vinyl flooring and new carpet in Bedroom 3 and the upstairs hallway. Step through the double front doors into a welcoming foyer, where soaring Vaulted Ceilings and abundant natural light enhance the formal living and dining areas, creating an immediate “WOW” factor. The home features a generous Open-Concept Kitchen with a Breakfast Nook, Quartz countertops, newer appliances, and updated Recessed and Pendant Lighting—all seamlessly connected to the family room. This inviting space is highlighted by a Tray Ceiling, new ceiling fan, and BOSE surround sound system. During cooler months, enjoy the warmth of the cozy wood-burning fireplace. Newer double-pane sliding glass door opens from the family room to a large Screened-In Patio overlooking the sparkling Pool and expansive backyard—perfect for entertaining or relaxing. The tiled, screened patio creates an ideal indoor-outdoor living experience, while the fully fenced backyard—with a combination of 6-ft vinyl fencing and block wall—offers privacy and beautifully landscaped surroundings. Additional highlights include an oversized 506 sq ft two-car garage and an indoor full-size laundry room. Northridge offers tree-lined streets, sidewalks, mature landscaping, and community amenities including a playground, basketball court, tennis and pickleball courts—exclusively for residents. Enjoy the convenience of a private back entrance to Woodlands Elementary School, located within the community. Ideally positioned near shopping, dining, and entertainment, with easy access to major highways and zoned for top-rated schools including Lake Mary High, Rock Lake Middle, and Woodlands Elementary—this neighborhood truly has it all. This meticulously maintained, move-in-ready home showcases numerous upgrades and exceptional features—ready for its next owner to enjoy.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Deborah Perry, Pa (407-310-3015)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,000Listed 04/03/2026 12:41PM MLS ID: O6396045
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 3077 Built: 1973Monthly Fee: $25 Tax: $5,427 (2025)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$5,427
Elementary School: Altamonte Elementary
High School: Lyman High
Remarks: Beautiful, charming and spacious pool home on a nearly half-acre corner lot in the desirable Sleepy Hollow community of Longwood. This 4-bedroom residence offers over 3,000 square feet of living space with a functional split floor plan and generous living areas throughout. The ROOf IS NEW, only 2 years old and AC is 6 months old! The home features a beatiful pool with spa, and expansive outdoor space, perfect for entertaining, along with a large Florida room that provides additional flexible living space. Inside, you’ll find ceramic tile throughout, a welcoming family room with a stone fireplace, and a layout designed for both comfort and privacy. The primary suite includes dual closets, double vanities, and a walk-in shower. Additional highlights include a 2-car garage with extra storage and a fully fenced backyard with room for a boat or RV. Conveniently located near I-4, shopping, dining, and top-rated Seminole County schools.
Listing is courtesy of: URBAN CITY REALTY LLC (321-948-3411)
Listing Agent: Sandra Montano (321-948-3411)
214 THISTLEWOOD CIR, LONGWOOD, FL 32779
$825,00017 Days on yellowkey MLS ID: O6389369
14 Days Off yellowkey (back on 4/3/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3434 Built: 1984Monthly Fee: $54 Tax: $5,572 (2024)Community: Sweetwater Oaks Sec 12Single Family
Taxes:$5,572
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2024
Remarks: Under contract-accepting backup offers. Welcome to 214 Thistlewood Circle, a beautifully maintained 4-bed, 3.5 bath pool home in Sweetwater Oaks offering space, flexibility, and a true indoor-outdoor lifestyle. Situated on a .34-acre fully fenced lot, this 3,434 square foot residence blends classic design with thoughtful updates including a 2022 roof with natural light tubes and fresh exterior paint completed in 2025. Inside, a bright foyer opens to a flexible office or formal sitting room. The formal living room features a stunning brick wood-burning fireplace, wet bar, and French doors that lead directly to your screened private pool oasis. Entertain effortlessly with a walk-in bar and wine fridge, while the spacious kitchen offers stainless steel appliances, granite countertops, a center island, and wraparound counters. The breakfast nook overlooks the pool, and the formal dining room is enhanced with crown molding and tray ceilings. The private residence wing includes a generous 15 x 25 primary suite with direct pool access, dual sinks, a walk-in shower, garden tub, and large walk-in closet. A second primary suite with its own bath and dual closets provides ideal flexibility. Two additional bedrooms share a well-appointed bathroom with dual vanity, plus a convenient half bath for guests. Outdoor living shines with a screened pool, tongue-and-groove wood ceiling lanai, and skylights that fill the space with natural light. Enjoy the lifestyle that makes Sweetwater Oaks stand out: private access to Lake Brantley with a beach, park, and water activities including boating, skiing, and kayaking. The community also features tennis, pickleball, sand volleyball, playgrounds, and a central gathering space for events. Nearby Riverbend Park adds even more outdoor options with river access, sports fields, and scenic trails. Zoned for Sabal Point Elementary, Rock Lake Middle, and Lake Brantley High School, this home offers both location and lifestyle. With its solid construction and incredible potential, this Sweetwater Oaks residence is ready to welcome its next owner. Call today to schedule your private tour and experience everything this home has can provide!
Listing is courtesy of: EXP REALTY LLC (407-641-2808)
Listing Agent: Todd Schroth, Pa (407-641-2808)
803 SWEETWATER CLUB BLVD, LONGWOOD, FL 32779
$1,575,000103 Days on yellowkey MLS ID: O6369072
Bed: 4 Bath: 5.5 Gar: 3 Liv Area Sq Ft: 5344 Built: 1979Monthly Fee: $367 Tax: $13,791 (2024)Community: Sweetwater Club Unit 1-ASingle Family
Taxes:$13,791
Remarks: One or more photo(s) has been virtually staged. In the heart of the coveted, gated Sweetwater Club an executive enclave long associated with legacy ownership and understated wealth rests this architecturally distinguished estate on a quiet, tree-lined street. Set on an extraordinary 1.45-acre homesite, the property unfolds like a private park, with mature canopy trees and a natural setting that feels both secluded and timeless. This custom-built residence offers a generous split-bedroom floor plan with 4 bedrooms and 5.1 baths, thoughtfully designed for both grand entertaining and everyday living encompassing over 6,200 sq. ft. Lovingly maintained by its owners, the home presents a rare opportunity for the discerning buyer who values space, architectural character, and the freedom to curate interiors to suit a modern lifestyle. A dramatic arrival begins through Old-World mahogany entry doors, opening to stately columns and a floating ceiling that sets an immediate tone of elegance. The formal living room is anchored by a wood-burning fireplace, a beverage bar, and four graceful arched doors that flood the space with natural light. Adjacent, the formal dining room is framed by marble flooring, wood-trimmed doorways and columns and a soft, neutral palette, offering a refined setting for memorable gatherings. The kitchen is richly appointed with natural wood-toned cabinetry, expansive preparation space, a center island, and stone countertops providing both functionality and a strong foundation for future enhancement. Overlooking the kitchen, the family room makes a striking impression with soaring ceilings, paneled walls, and an intimate stone-etched wood-burning fireplace that serves as a focal point of warmth and character. The primary suite is a true retreat, featuring vaulted ceilings, decorative stained-glass accent windows above the bed, laminate flooring, an oversized custom-fitted closet, a sunken soaking tub, and even a dedicated fitness area—an indulgent sanctuary within the home. Each of the four additional bedrooms is generously sized and privately appointed, offering en-suite baths and walk-in closets, ideal for family or guests. Outdoors, the property transforms into a private Florida oasis. The pool and lanai are surrounded by lush greenery, offering serene views beneath a canopy of mature trees and exceptional privacy. Adjacent to the pool is a secondary dwelling, 200 Sq Ft, complete with a living area, kitchenette, and bath perfect for guests, multigenerational living, or a private retreat. Recent improvements provide peace of mind while preserving the home’s character, including a new tile roof 2025, newer plumbing fixtures, tamper-proof outlets, updated switches, new bedroom flooring, and a refreshed interior palette. Completing the outdoor experience is a private pickleball court, an unexpected and coveted amenity rarely found in estates of this caliber. Residents of Sweetwater Club enjoy exclusive access to 285-acre, spring-fed Lake Brantley, nestled within the Wekiva watershed, along with an impressive array of amenities: 10 tennis courts, basketball courts, playgrounds, a fishing dock, boat ramp, and a sandy beach overlooking unspoiled waters and endless skies. This is not simply a home it is a canvas of enduring architecture, land, and location, awaiting thoughtful personalization.
Listing is courtesy of: RE/MAX CENTRAL REALTY (407-333-4400)
Listing Agent: Karen Arbutine (407-928-3788)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00029 Days on yellowkey MLS ID: O6386029
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 3575 Built: 1982Monthly Fee: $108 Tax: $9,000 (2025)Community: Sweetwater OaksSingle Family
Taxes:$9,000
Remarks: Come see this beautiful over 3500 square foot split level 5 bedroom, 3 bathroom Contemporary home in desirable Sweetwater Oaks community. The home features an open concept kitchen and family room combination with vaulted ceilings, granite countertops, island with sink, dishwasher, two level countertop, and eat-in kitchen breakfast nook. The family/great room features a custom stone fireplace with built-in shelving. It opens up to the screened pool area with three panel sliding glass pocket doors that slide into wall creating a larger opening. The living room and dining room open concept combination features vaulted ceilings, sliding glass door, multiple windows with a view overlooking the screened in pool. Three bedrooms with a loft and bathroom located on the second floor. Smart outdoor controlled lighting installed for security, special events, or holidays. Enjoy the outdoors in this beautiful tree lined neighborhood community with private lake access, boat dock, basketball court, playground, beach volleyball, and tennis courts.
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
2745 NIGHT HAWK CT, LONGWOOD, FL 32779
$335,000257 Days on yellowkey MLS ID: O6324143
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $3,730 (2024)Community: Shadowbay Unit 2Townhouse
Taxes:$3,730
Remarks: Don’t miss out on this opportunity to own a 3 bedroom, 2 bath townhouse in Shadowbay Club. This move-in ready home offers an updated eat-in kitchen, dining room, spacious living room with soaring ceilings, primary bedroom on first floor with updated bath and walk-in closet, guest bedrooms and bath on second floor, fenced in rear patio, 2-car garage, Carpet only in bedrooms. Community features great school district and swimming pool within walking distance! Close to shopping, schools, churches, MORE!!
Listing is courtesy of: SOUTHERN REALTY ENTERPRISES (407-869-0033)
Listing Agent: Susan Aloisio, Pa (321-277-7926)
1386 S RIDGE LAKE CIR, LONGWOOD, FL 32750
$535,0001 Day on yellowkey MLS ID: O6383292
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2263 Built: 1986Monthly Fee: $45 Tax: $5,740 (2024)Community: NorthridgeSingle Family
Taxes:$5,740
Remarks: RARE FIND in the sought out Longwood community of Northridge. This show stopping POOL HOME is filled with character and thoughtful updates, offering architectural charm you don’t often see. From the moment you arrive, the curb appeal sets the tone . . . welcoming, established, and full of personality. Inside, skylights and high ceilings with exposed beams bring in natural light and warmth, while a cozy wood burning fireplace anchors the main living space. Large glass slider doors frame views of the pool and backyard, creating a seamless indoor-outdoor flow. The functional SPLIT FLOOR-PLAN offers the best of both worlds, with the primary suite privately positioned on one side and three generously sized bedrooms on the other . . . ideal for multi-generational living, guests, or flexible space needs. So many updates to appreciate. BRAND NEW KITCHEN (2026) with ceiling-height cabinetry, quartz countertops, soft-close drawers, updated lighting, and a built-in bar pantry. NEW FLOORING in the kitchen and laundry (2026), FRESH INTERIOR PAINT in the main areas, updated fixtures (2026), and a fully updated bathroom. Major systems are covered with a NEW AC (2024) and NEWER ROOF (2020). The primary suite offers direct access to the pool deck, dual vanities, pocket doors for added privacy, a large walk-in closet, and a custom walk-in shower. Step outside to your PRIVATE BACKYARD RETREAT with a LARGE SOLAR-HEATED POOL, perfect for year-round living. The secondary bathroom also offers direct pool access for added convenience. An EV-READY garage adds a modern touch. Located just minutes from Altamonte Mall and Cranes Roost Park, with easy access to Interstate 4, commuting to Downtown Orlando, Winter Park, and surrounding areas is simple and convenient. Zoned for Seminole County Public Schools. This is the kind of home that blends charm, function, and updates in a way that just feels right and is ready for its next owner to enjoy from day one.
Listing is courtesy of: EXP REALTY LLC (888-883-8509)
Listing Agent: Christine Smith (407-972-0404)
1037 WENTWORTH CT, LONGWOOD, FL 32750
$300,00085 Days on yellowkey MLS ID: O6365052
REDUCED by $15,000 (4.8%) on 04/03/2026
Bed: 2 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1284 Built: 1983Monthly Fee: $82 Tax: $838 (2024)Community: Westlake Manor Unit 1Townhouse
Taxes:$838
Remarks: Back on the market due to buyer financing, offering a second chance to secure this exceptional property. VA buyers take note: the VA appraisal is already complete, paving the way for a seamless and rapid closing! This significantly renovated townhome offers low-maintenance living, modern comfort, and truly move-in-ready appeal. Located in the highly desirable Coventry subdivision, this 2-bedroom, 2-bathroom residence features an inviting open layout anchored by a spacious family room and a cozy wood-burning fireplace. The home provides exceptional functional value with a comprehensive list of recent mechanical and interior upgrades, including a Brand-New AC (2024), New Kitchen Appliances, and a New Hot Water Heater (2024). The interior was meticulously detailed just weeks ago with a complete paint refresh covering all walls, baseboards, and doors—extending through the entire 2-car garage. Energy-efficient Argon gas-filled windows (2022) and an insulated garage door help manage utility costs, while the split-bedroom plan offers a second bedroom with its own private exterior entry. Step outside to your private, fully fenced backyard (2022) and rear patio, or enjoy the community pool and courts just a short stroll away. Complete with a transferable termite warranty and zoned for top-rated Lake Mary High School, this home is an ideal choice for those seeking a turnkey lifestyle.
Listing is courtesy of: MAINFRAME REAL ESTATE (407-513-4257)
Listing Agent: Dan Samatulski (407-493-5772)
2 HUDSON CV, LONGWOOD, FL 32750
$549,0003 Days on yellowkey MLS ID: O6395131
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$2,399
Remarks: Tucked at the end of a quiet cul-de-sac in the established Sleepy Hollow community, this fully renovated 4-bedroom, 2-bath home sits on an oversized ~0.40 acre lot in the heart of Longwood. With mature surroundings and a little extra breathing room between homes, it offers a setting that’s getting harder to find—while still being just minutes from I-4 and SR 434 for an easy commute. Inside, the home has been completely refreshed with new LVP flooring throughout and a beautifully updated kitchen featuring quartz countertops, a tiled backsplash, brand-new appliances, and brass-toned hardware for a clean, modern finish. The layout offers both living and dining spaces, with French doors from the dining room opening out to a spacious screened porch. The primary suite is filled with natural light, has its own access to the porch, and features a fully remodeled ensuite with a large tiled shower. A separate family room with a wood-burning fireplace provides a second living area and also connects to the porch, creating an easy flow for everyday living or entertaining. The screened porch (approx. 36x10) overlooks a private open-air pool and backyard, with a convenient pool bath that also serves the additional bedrooms—all of which have been updated. Additional highlights include a new roof (in progress) and fresh exterior paint on the stucco, while the original brick has been preserved for added character.
Listing is courtesy of: LEGACY REALTY & BROKERS LLC (407-887-7779)
Listing Agent: Skip Juma (206-349-7547)
109 MARGO LN, LONGWOOD, FL 32750
$360,00048 Days on yellowkey MLS ID: O6382694
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1399 Built: 1979 Tax: $4,561 (2025)Community: Shadow HillSingle Family
Taxes:$4,561
Remarks: Opportunity awaits in this 3 bedroom, 2 bath home offering 1,399 SF home. Featuring an open layout with neutral tile flooring throughout the main living areas, this home provides a solid foundation for buyers looking to personalize and add value. The kitchen offers white cabinetry, new countertops, subway tile backsplash, and a functional layout overlooking the main living space — a great starting point for your finishing touches. The spacious living and dining areas flow to French doors leading to the backyard, allowing for natural light and indoor-outdoor potential. The primary bedroom offers a comfortable retreat with natural light and a private en suite bath. The bathroom features a nice size walk-in closet, walk-in shower with clean white tile surround, updated vanity, and a window that allows for beautiful natural light. The garage has been converted into additional living space and includes a designated laundry area; however, this conversion is not fully complete and will require finishing work. This property still needs cosmetic updates and finishing touches, making it ideal for investors, renovators, or buyers with the right vision to make it their prefect home!
Listing is courtesy of: FANNIE HILLMAN & ASSOCIATES (407-644-1234)
Listing Agent: Gwyn Clark (407-616-9051)
432 STANTON PL, LONGWOOD, FL 32779
$305,00015 Days on yellowkey MLS ID: O6388641
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1484 Built: 1983Monthly Fee: $510 Tax: $2,359 (2025)Community: Governors Point Ph 1Townhouse
Taxes:$2,359
Elementary School: Wekiva Elementary
Remarks: Set within the highly sought-after Governors Point community in Longwood’s desirable Wekiva area, this charming 3-bedroom, 2-bath, single story residence offers 1,484 square feet of comfortable living space and incredible potential to make it your own. Featuring a blend of laminate, tile, and carpet flooring, the home showcases thoughtful UPDATES including a 2021 ROOF and A/C, 2020 WATER HEATER, 2021 WASHER and DRYER (included), a 2021 UPDATED PRIMARY EN-SUITE SHOWER, NEW PRIMARY BATH SINKS in 2022, and REFRESHED KITCHEN ENHANCEMENTS with NEW COUNTERS, SINKS, REFRIGERATOR, AND DISHWASHER BETWEEN 2023–2025. The spacious kitchen opens seamlessly to the living areas, while the screened-in back patio provides a peaceful retreat with serene backyard views—perfect for morning coffee or evening relaxation. With great bones and a welcoming layout, this home is ready for your personal touch. Enjoy low-maintenance living with an HOA that covers exterior maintenance, lawn and grounds care, irrigation (including water), termite bond, Spectrum TV and internet package, and access to a community pool, tennis and pickleball courts, and more. Ideally located near top-rated schools, shopping, dining, major roadways, Wekiva Golf Club, Wekiva Island, and spectacular Wekiwa Springs State Park where you can swim, canoe, kayak, explore scenic walking trails and more! This is an exceptional opportunity to create your dream home in one of Central Florida’s most beloved communities—SCHEDULE YOUR PRIVATE SHOWING TODAY AND EXPERIENCE IT FOR YOURSELF.
Listing Agent: Sherre Fatula (407-375-7721)
140 RANGELINE WOODS CV, LONGWOOD, FL 32750
$594,9005 Days on yellowkey MLS ID: V4948172
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2351 Built: 2002Monthly Fee: $50 Tax: $2,567 (2025)Community: Rangeline WoodsSingle Family
Taxes:$2,567
Remarks: One or more photo(s) has been virtually staged. **$10,000 Closing Cost Allowance** Nestled in a cul-de-sac on 1/3-acre home site with fenced yard, this one story, 4 bedrooom, split plan has a screened pool and was recently updated. Easy care hard surface flooring throughout makes maintenance a breeze with our warm weather and Florida living. Convenient to I-4, shopping and restaurants and zoned for top schools in the area. Entertaining on the spacious covered lanai and large patio and pool will be ideal for BBQ’s and splashing into spring and summer! **Roof was replaced in 2022, Hot water heater- 2026, PVC fencing -2026, Dishwasher- 2026 and AC- 2015.** You’ll appreciate the architectural details on the exterior with high ceilings and archways highlighted by fresh paint inside and outside of the home. Entering the home the view of your backyard oasis with pool is visible and the spaciousness with the high ceilings gives a grand appearance to the formal living space. As you make your way back to the gathering areas the large windows and sliders continue with the view of the upgraded kitchen open to casual dining and great room. Warm, wood cabinets with granite counters and stainless appliances will make cooking and entertaining a breeze. The island is great for meal preps and serving with additional cabinets. Double door pantry ensures you’ll have plenty of room for your groceries. An archway connects to the formal dining area for easy serving. As you make your way back through the formal living area, the 4th bedroom/office is off foyer with new luxury vinyl plank and walk-in closet with organizer with shelving. The primary suite has a foyer entrance and plenty of wall space for furniture. Two walk-in closets with organizers give ample room for wardrobe and shoes. The spacious en-suite bathroom has a large vanity with make-up area and dual sinks. The garden soaking tub will relax you after a day at the office and a separate glass, enclosed shower and private lavatory. The split bedroom plan takes you to the other side of the home where the two guest bedrooms with double door closets and hall bath are off a separate hallway. The 2nd bathroom has new glass enclosure on shower and a door to the pool. Laundry room features a new sink and built-in folding table with storage cabinets. Huge privacy fenced backyard is perfect for pets, playsets and gardening. A separate paver patio provides a place for grills or firepit. Plenty of parking with long driveway and spacious two car garage. Such a convenient location just 1 mile to Publix, shopping and restaurants, 2 miles to I-4, 15 miles to downtown Orlando and 35 miles to Disney. Downtown Longwood features a farmer’s market, festivals and events for all ages. This home may be under audio-video surveillance.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Donna Pastore (407-920-4667)
203 PALMETTO CONCOURSE, LONGWOOD, FL 32779
$699,9998 Days on yellowkey MLS ID: O6391473
0 Days Off yellowkey (back on 4/1/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2209 Built: 1973Monthly Fee: $54 Tax: $2,781 (2025)Community: Sweetwater Oaks Sec 04ASingle Family
Taxes:$2,781
Remarks: Under contract-accepting backup offers. Welcome to a beautifully updated home that blends timeless curb appeal with the modern, open-concept living today’s buyers crave. From the moment you arrive, the white-washed brick exterior, freshly painted accents, and meticulous new landscaping create an unforgettable first impression. Inside, warm casual elegance defines every space. Thoughtful designer touches, abundant natural light, all-new double-paned windows, and plantation shutters in the Great Room make this home feel both refined and welcoming. At the center of it all is the spectacular renovated Kitchen, anchored by a massive center island where everyone naturally gathers. Warm alabaster cabinetry offers exceptional storage and flows seamlessly into a fully equipped Butler’s Pantry, perfect for a coffee bar, wine bar, or both, because balance is important. The true heart of the home is the stunning Kitchen/Great Room/Dining Room combination, designed for effortless everyday living and easy entertaining. The inviting wood-burning fireplace adds warmth and character, while a fabulous wall-to-wall built-in provides stylish space for electronics, television, and storage. The split-bedroom layout offers privacy and function. The Primary Suite is tucked away from the secondary bedrooms and features a walk-in closet plus an updated bath with a beautifully designed tiled shower. Three additional bedrooms offer generous closet space and share an updated hall bath that also serves as a convenient pool bath with direct access to the paved, screened lanai. And then there’s the backyard. Truly the cherry on top. The shaded outdoor gazebo is ready to become everyone’s favorite gathering spot, complete with room for family and friends, a massive flat-screen TV, and that unforgettable oversized fan keeping things cool while the big game is on. From there, wander over to the firepit area for evening cocktails, then challenge your guests to a match on the newly turfed bocce court, which also doubles as a fun putting practice area. This is more than a backyard. It’s a lifestyle. Located in highly sought-after Sweetwater Oaks, this home is zoned for incredible schools and is within walking distance of highly regarded Sabal Point Elementary. Residents enjoy exceptional community amenities, including access to Lake Brantley, visible from the front porch, and nearby Brantley Beach, offering a swim area, fishing dock, community boat ramp, sand volleyball, covered picnic gazebo, grilling area, tot lot, and basketball court. It’s the perfect setting for outdoor fun, neighborhood gatherings, and making lifelong friends. This isn’t just a home. It’s a lifestyle upgrade. And yes, the phone is already ringing, so HURRY!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Kristin Mazza (407-435-1185)
111 DELLWOOD DR, LONGWOOD, FL 32750
$490,00059 Days on yellowkey MLS ID: V4947148
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2126 Built: 1973Monthly Fee: $8 Tax: $3,795 (2024)Community: Winsor ManorSingle Family
Taxes:$3,795
Remarks: Beautifully updated Longwood home with a brand new roof, offering a tucked away, residential feel while still being perfectly positioned for everyday convenience. Located directly across from Lake Winsor, enjoy the wide sidewalks and mature trees on your way to the neighborhood’s lake access, perfect for kayaking, canoeing, paddle boarding, fishing, or boating. Just minutes from I-4 and SR 417, commuting, shopping, dining, and daily essentials are always within reach. Inside, you’re welcomed by a spacious living room with stylish accent walls and a warm, inviting feel. The kitchen features quartz countertops, a vibrant backsplash, ample prep space, and a cozy breakfast nook ideal for everyday living. The split floor plan provides both functionality and privacy, with three well-appointed bedrooms and a tastefully updated bathroom on one side, while the primary suite is set apart on the opposite end. Just outside the primary bedroom is a versatile flex space ideal for a home office, nursery, or sitting area. At the heart of the home, the oversized family room showcases a stunning brick fireplace and offers great views of the backyard. Step outside to your own retreat with a sparkling, well-maintained pool and a spacious covered porch designed for entertaining or unwinding. Zoned for Woodlands Elementary, with Rock Lake Middle School just a short walk or bike ride away. This home blends a true sense of retreat without sacrificing convenience. Schedule your private showing today.
Listing is courtesy of: CENTURY 21 MCBRIDE REALTY GROUP (386-866-1007)
Listing Agent: Boky Lee (407-920-8693)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000141 Days on yellowkey MLS ID: O6360634
0 Days Off yellowkey (back on 11/17/2025)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2682 Built: 1974Monthly Fee: $25 Tax: $7,731 (2024)Community: Sleepy Hollow 1St AddSingle Family
Taxes:$7,731
Remarks: Under contract-accepting backup offers. Short Sale. Must See 4 bed, 2 bath home in the established community of Sleepy Hollow. This spacious residence sits quietly at the end of a cul de sac where mature trees and wide lawns create a sense of privacy. Inside, the layout unfolds with generous gathering spaces including a family room large enough for game nights and holiday celebrations, a living room anchored by a wood burning fireplace, and a kitchen that keeps everyone connected with its easy flow to the dining area. Skylights draw in natural light and the split bedroom design offers comfort with a private primary suite featuring dual walk in closets and its own full bathroom. Step outside to a deep backyard designed for relaxed Florida living. A screened and covered rear-porch overlooks the lush lawn, creating a great place for morning coffee, weekend barbecues, or quiet afternoons at home. The large homesite offers room to play and the community adds even more with nearby parks, sports courts, and walking paths. With 2,682 square feet of living space, an attached two-car garage and a prime Longwood location near top rated Seminole County schools this home offers a chance to create the lifestyle you envision. This is a short sale and an excellent opportunity for buyers or investors who appreciate space character and potential.
Listing is courtesy of: THE AGENCY FL (407-335-4119)
Listing Agent: Cristina Porretto (941-266-2068)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$568,0008 Days on yellowkey MLS ID: O6394368
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2113 Built: 1974Monthly Fee: $54 Tax: $2,374 (2025)Community: Sweetwater Oaks Sec 06Single Family
Taxes:$2,374
Remarks: Welcome to 601 Fox Valley Drive & please view the Walk-Thru video. The home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized corner homesite with abundant native landscaping, this property offers exceptional privacy and curb appeal. This handsome 4-bedroom, 2-bath pool home features an oversized garage and a wide brick-paver driveway, providing ample parking and storage. Designed with both comfort and functionality in mind, the home offers two inviting front entrances connected by charming brick-paver walkways. A covered front porch entry leads directly to the spacious utility room and kitchen, while the formal entry opens to a tiled foyer that flows seamlessly into the living room, complete with vaulted ceilings and French doors leading to the pool and covered lanai. The foyer also connects to a cozy family room with a corner wood-burning fireplace, as well as a dining room—each space featuring rich wood flooring and elegant plantation shutters. The thoughtfully designed floorplan provides a natural flow ideal for both everyday living and entertaining. The updated island kitchen is a standout, showcasing granite countertops, abundant cabinetry, tile backsplash, under-cabinet lighting, and stainless steel appliances. Enjoy flexible dining options with breakfast nook, formal dining room, or the expansive screened lanai accessible thru glass sliders from kitchen—perfect for morning coffee while overlooking the pool, serene natural views, and the soothing sounds of an outdoor water fountain. Step outside to your private backyard retreat, where a recently resurfaced pool with a deep end invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen and garage, offering four spacious bedrooms and a large hall bath that also serves as a pool bath. The primary suite features an ensuite bath with a stunning oversized shower and a unique atrium-style design with a glass wall and private planting area, creating a spa-like outdoor ambiance. Additional highlights include energy-efficient windows and doors, carpeted bedrooms, tiled baths, and plantation shutters throughout. Enjoy the unmatched lifestyle of Sweetwater Oaks, offering exclusive resident amenities including tennis and pickleball courts, basketball courts, playgrounds, covered pavilions, a sandy beach on Lake Brantley, sand volleyball, fishing dock, soccer and baseball fields, kayaking on the Wekiva River, and a private boat ramp to skiable Lake Brantley. Conveniently located near top-rated Seminole County schools and just minutes from Altamonte Mall, hospitals, restaurants, and Wekiva Springs State Park—this home truly has it all. WELCOME HOME!!!
Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)
Listing Agent: Rob Breese, Iii (321-436-8813)
739 RIVERBEND BLVD, LONGWOOD, FL 32779
$625,0003 Days on yellowkey MLS ID: O6395450
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2382 Built: 1981Monthly Fee: $54 Tax: $3,115 (2024)Community: Sweetwater Oaks Sec 18Single Family
Taxes:$3,115
Remarks: Welcome to 739 Riverbend Blvd, a rare Sweetwater Oaks offering where space, setting, and lifestyle come together effortlessly. Set on an expansive half-acre homesite along a peaceful freshwater canal with direct connection to the Wekiva River, this beautifully updated pool home captures the essence of what makes Sweetwater Oaks so special. Privacy, nature, and everyday livability. Mornings begin with breathtaking sunrises over the water, often accompanied by birds and deer just beyond your backyard, creating a peaceful, almost retreat-like setting. From the moment you arrive, the home’s presence is felt. Lush, mature landscaping, a welcoming approach, and a quiet street that reflects the character and pride of this established community. Inside, the layout strikes a thoughtful balance between openness and defined spaces, ideal for both entertaining and everyday living. Tile flooring flows throughout, including Italian porcelain driftwood tile in all bedrooms, offering both durability and a cohesive, elevated aesthetic. At the heart of the home, the kitchen is designed to gather, featuring granite countertops, stainless steel appliances, a breakfast bar, and a dedicated wine bar with refrigerator. It seamlessly connects to both formal and casual living spaces, as well as an enclosed Florida room lined with glass doors that open to the pool and patio, allowing for effortless indoor-outdoor living. The family room is warm and inviting, highlighted by soaring ceilings with exposed beams and a striking coral rock wood burning fireplace with a granite hearth that echoes the kitchen finishes, creating a cohesive and comfortable space for relaxing or hosting. The primary suite offers a true retreat, with direct access to the screened pool deck and tranquil water views. The en suite bath is well appointed with tiled walls, a glass enclosed shower, and convenient pool access, while the custom walk in closet provides both function and organization. Three additional bedrooms are generously sized and share a well designed bath with dual sinks and a tub. Step outside to your private backyard oasis. The screened pool and expansive patio provide ample space for entertaining, while a separate pavered fire pit area invites evenings under the stars. The canal backdrop adds a rare sense of calm and connection to nature. A fully fenced dog run with direct access from the pool area, additional paver paths, citrus trees, and thoughtfully placed seating areas complete the outdoor experience. Beyond the property itself, Sweetwater Oaks offers a lifestyle that is hard to replicate, private access to Lake Brantley with a resident only beach and boat ramp, tennis and pickleball courts, parks and playgrounds, a community center, and direct access to the Wekiva River for kayaking and outdoor adventure. All of this is paired with top rated Seminole County schools and a location that keeps you close to everything while still feeling tucked away. This is more than a home. It is a setting, a lifestyle, and an opportunity to live in one of Longwood’s most sought after communities. Schedule your private viewing today.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Tiffany Yates (321-684-2399)
126 SANDALWOOD WAY, LONGWOOD, FL 32750
$404,9008 Days on yellowkey MLS ID: O6393909
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1354 Built: 1978 Tax: $5,190 (2025)Community: SandalwoodSingle Family
Taxes:$5,190
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.** Welcome to 126 Sandalwood Way, a well laid out home in Longwood offering a practical design with distinct living areas and a comfortable flow throughout. The home features a generous family room that anchors the main living space, providing plenty of room to relax or gather. The kitchen is centrally positioned with good workspace and storage, while the adjacent dining area offers a dedicated setting for everyday meals or hosting. A bright and spacious sun room adds valuable extra living space, perfect for enjoying natural light, creating a sitting area, or using as a flexible bonus room. The primary bedroom is set apart for added privacy and includes its own bathroom and closet space. Two additional bedrooms are conveniently located nearby with access to a full bath, making the layout functional for a variety of living arrangements. Additional features include an indoor laundry area and a large garage, providing both convenience and storage options. With its defined layout and versatile spaces, this home offers a comfortable living environment in a well established area. Located close to shopping, dining, and major roadways, it provides easy access to everyday essentials.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Thomas Nickley, Jr (407-629-4420)
114 COUNTRYSIDE DR, LONGWOOD, FL 32779
$639,999155 Days on yellowkey MLS ID: O6356704
REDUCED by $10,000 (1.5%) on 04/01/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2823 Built: 1972Monthly Fee: $54 Tax: $6,890 (2025)Community: Sweetwater Oaks Sec 02Single Family
Taxes:$6,890
Remarks: Need more space? Look no further! Your new home is move-in ready in the desirable Sweetwater Oaks neighborhood! This is a two-story home with over 2,800 square feet of solid block construction with five bedrooms upstairs, three large full bathrooms, and two bonus rooms. New roof, new carpet upstairs, new luxury vinyl plank flooring downstairs, wood-burning fireplace, and a large second-floor sun deck balcony. All appliances included. All five bedrooms are upstairs with a large living room and two bathrooms. The downstairs is built for summertime entertaining - there is enough room to have seating for everyone! There is a large living room overlooking the pool with a wood-burning stone fireplace. The updated, spacious kitchen flows into the formal dining room. A new sliding glass door opens to the backyard patio, fire pit, grill station, and pool. The oversized backyard trees have been trimmed, the grass is plush and green - plenty of space to start your own butterfly or vegetable garden. The second-floor deck overlooks your piece of paradise from the living room space upstairs, with new wooden stairs down to the backyard. Parking for six vehicles with the oversized driveway and two-car garage. Low HOA dues of $54 per month provide private access to Sweetwater Beach Park on Lake Brantley. Enjoy the beach-side pavilion for parties and picnics, use the boat launch, and sun and swim on the white-sand beach. There are also basketball and tennis courts. Conveniently located near 434, I-4, 436, and zoned for great schools, it checks all the boxes. Check out the measured floor plan and video tour, and schedule your showing today!
Listing is courtesy of: Q BOUTIQUE SPECIALTY REALTY INC (407-863-7965)
Listing Agent: Laura Diss (407-388-4103)
458 LONGMEADOW LN, LONGWOOD, FL 32779
$725,0007 Days on yellowkey MLS ID: O6394547
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2619 Built: 1987Monthly Fee: $88 Tax: $4,951 (2025)Community: Sabal Point Sabal View AtSingle Family
Taxes:$4,951
Remarks: Under contract-accepting backup offers. Welcome to this beautifully reimagined 4-bedroom, 3.1-bath pool home with a dedicated office, tucked inside the highly sought-after Sabal Point community. With its light, airy feel, designer finishes, and thoughtful upgrades throughout, this home effortlessly blends modern farmhouse charm with everyday luxury. From the moment you step inside, you’re greeted by soaring ceilings, fresh interior paint, and rich engineered hardwood flooring that flows throughout the main living areas. The heart of the home is the stunning open-concept kitchen and living space—designed for gathering and making memories—featuring a massive granite island, abundant cabinetry, and seamless flow into the spacious family room anchored by a cozy wood-burning fireplace. The primary suite is a true retreat, offering a spa-like experience with a beautiful freestanding soaking tub, dual walk-in closets, and a serene, modern aesthetic that feels straight out of a designer magazine. Every detail has been thoughtfully updated, including a new roof (2022), brand new A/C (2026), new water heater, updated plumbing and electrical, and a freshly painted exterior (March 2026). Custom millwork and shiplap accent walls add warmth and character, while all bathrooms have been fully remodeled with granite counters and elevated finishes. The split-bedroom floorplan offers both functionality and privacy, with new carpet in two secondary bedrooms and a spacious laundry room complete with built-ins and a utility sink. Step outside and enjoy true Florida living with a screened-in pool, pavered lanai, and convenient pool access bath—perfect for entertaining or relaxing year-round. The fully irrigated yard has been freshly landscaped, and the home includes a termite bond for added peace of mind. A paver driveway and walkway, along with striking modern front doors, complete the home’s impressive curb appeal. Located just minutes from Wekiwa Springs State Park, as well as shopping and dining, Sabal Point offers beautiful parks, walking trails, and access to top-rated Seminole County schools. This is the kind of home that just feels right the moment you walk in—stylish, inviting, and completely move-in ready.
Listing Agent: Kelly Hildebrand (407-310-5035)
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