Location: Longwood
Keyword(s): Rock Lake Middle
Keyword(s) Middle School: Rock Lake Middle
Do Not Show Listings
8203 OLYMPIA CT #8203, LONGWOOD, FL 32779
$198,000103 Days on yellowkey MLS ID: O6372375
REDUCED by $1,000 (0.5%) on 04/14/2026
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1365 Built: 1984 Tax: $1,978 (2025)Community: Clubside At Sabal Point A CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$1,978
Elementary School: Sabal Point Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: This 2 bed 2.5 bath second story condo offers incredible value in Clubside at Sabal Point. Nearly 1,400 square feet with a view of the scenic fountain nearby. Tons of comfort with the double primary bedroom suites and the split plan layout is superb for a roommate or family. The foyer looks and feels great, and near the entry you’ll find the laundry room with full sized appliances as well as the conveniently located half bath. Attractive dark wood laminate planks in the great room. The open kitchen is located right off of the great room with lots of natural light, and it's a good size with eat-in space. This unit has two well-appointed primary bedrooms. The two primary bedrooms each feature an ensuite bathroom with granite countertops, one with a tiled shower and one with a tub. There are large walk-in closets and linen closets on both sides so there’s ample storage in this home. Monthly fee covers all exterior maintenance and landscaping, water, sewer, and trash services. Check out the clubhouse, resort-style pool, tennis courts, fitness center, and car wash station. Excellent location near Wekiva Springs, very close to Altamonte Springs shopping, Seminole County biking trails, & quick access to I-4. Contact us today to schedule a private tour!
Listing is courtesy of: JR REALTY GROUP LLC (407-920-4624)
Listing Agent: Joan Thompson (407-948-5592)
1415 CROCUS CT, LONGWOOD, FL 32750
$705,00048 Days on yellowkey MLS ID: O6386369
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2645 Built: 1994Monthly Fee: $64 Tax: $6,921 (2024)Community: Bolling FarmsSingle Family
Taxes:$6,921
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Remarks: PRICE IMPROVEMENT - SELLER MOTIVATED. Welcome to Your Dream Home – 1415 Crocus Court. Experience the perfect blend of elegance, thoughtful upgrades, and resort-style living in this stunning 4-bedroom, 3-bath residence with added bonus office space. From the moment you arrive, the exceptional curb appeal sets the tone — highlighted by lush landscaping and a striking new front door (2023) that makes a lasting first impression. Step inside to discover soaring ceilings, abundant natural light, and a warm, inviting living room with views of your pool that awaits. The seamless flow into the dining area creates an ideal setting for both intimate family dinners and lively gatherings. While in the great room enjoy a cozy fireplace on those cooler evenings or if you just want some ambience while relaxing with friends and family. The chef’s kitchen is truly the heart of the home, featuring quartz countertops, custom cabinetry, large walk-in pantry, a new refrigerator (2023), new microwave (2024), and under-cabinet lighting with adjustable tones (2024) — perfectly balancing beauty and functionality. The luxurious primary suite offers a serene retreat with custom-built closets (2022) and a beautifully updated en-suite bath with modern fixtures and a standalone soaker tub. The additional bedrooms are generously sized, filled with natural light, and provide peaceful views for family or guests. The fourth bedroom is conveniently separated by its own private hallway with a full bath, making it the perfect space for visitors or multi-generational living. The home also features an abundance of extra storage spaces throughout. Step outside to your private backyard oasis. The screened-in pool area is designed for year-round enjoyment, complete with solar pool heating (2022), a multi-color LED pool light (2022), a new pool pump (2025), and a new vanity in the pool bath (2026). Whether relaxing or entertaining, this space delivers true resort-style living. The freshly upgraded garage adds even more value with a resurfaced floor (2023), new garage door opener and lighting, fresh paint, and a replaced attic door (2023) newly installed hot water heater (2026). This home has also been wired (2025) to accommodate a portable generator. Meticulously maintained and ideally located near premier shopping, dining, entertainment, excellent schools and major highways, this move-in-ready home offers both luxury and convenience. Don’t miss your opportunity to own this exceptional property — schedule your private tour today.
Listing is courtesy of: A+ REALTY PROFESSIONALS, INC (407-702-5243)
Listing Agent: Susan Pinnock (407-435-9125)
200 COLONIAL LN, LONGWOOD, FL 32750
$500,0007 Days on yellowkey MLS ID: O6396172
2 Days Off yellowkey (back on 4/19/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1998 Built: 1988 Tax: $3,497 (2025)Community: Sanlando Spgs Lake Oaks SecSingle Family
Taxes:$3,497
Elementary School: Altamonte Elementary
Remarks: Under contract-accepting backup offers. Situated on a spacious corner lot in Longwood with no HOA, this well-maintained 4-bedroom, 2-bath home offers a functional layout, thoughtful updates, and easy access to major routes and downtown Orlando. Natural light fills the interior through large windows and skylights, highlighting vaulted ceilings and updated flooring throughout the main living areas. The upgraded kitchen features granite countertops, new appliances, and abundant cabinetry, with an adjacent dining area suited for both everyday use and entertaining. The living room centers around an updated double-sided wood-burning fireplace, creating a warm connection between the main spaces. The primary suite includes an en-suite bath and a fitted walk-in closet, while the guest bathroom has been fully updated with modern finishes. Recent improvements include a brand-new AC system in 2025 and a roof replaced in 2020. The screened-in porch extends the living space outdoors, leading to a fenced backyard with white vinyl fencing, a paver patio and walkway, and a dedicated fire pit area. The yard has been refreshed, offering both curb appeal and usability. Located less than a mile from I-4, this property provides convenient access to downtown, shopping, dining, and everyday essentials while offering the flexibility of no HOA living.
Listing is courtesy of: COLDWELL BANKER REALTY (407-647-1211)
Listing Agent: David Plasencia, Llc (407-579-9369)
115 RED BAY DR, LONGWOOD, FL 32779
$659,0006 Days on yellowkey MLS ID: O6399635
1 Days Off yellowkey (back on 4/18/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2683 Built: 1978Monthly Fee: $229 Tax: $4,734 (2025)Community: Springs TheSingle Family
Taxes:$4,734
Remarks: Experience the pinnacle of "at home with nature" living in this spacious and updated residence within The Springs, Longwood’s premier guard-gated enclave. Known for its private crystal-clear natural spring, sandy beach, and equestrian stables, this community offers a resort lifestyle nestled under a canopy of ancient oaks. PRICED TO SELL, meticulously maintained, and MOVE-IN Ready, this beautiful home offers the rare combination of timeless style, thoughtful updates, and an inviting indoor-outdoor lifestyle. A spacious split floor plan unfolds with natural light, hardwood floors, crown molding, vaulted ceilings, and elegant living, family, and dining spaces designed for both everyday comfort and effortless entertaining. The kitchen features a prep area and coffee/wet bar, while two fireplaces, a sunroom, a courtyard, and an open patio with pergola create warm, memorable gathering spaces throughout the home. The private primary suite includes a walk-in closet and walk-in shower, and the fenced backyard with no rear neighbors enhances the sense of peace and privacy. Double driveways, a side-entry garage, mature landscaping, and a recently painted interior complete the home’s polished presentation. Major 2023 improvements include a new roof, new appliances, new water heater, and water purification system, offering confidence and value from day one. This is a rare opportunity to own a pristine, updated home in one of Longwood’s most desirable gated communities. CALL TODAY to schedule your private Showing.
Listing Agent: Doug Woehr, Pa (407-647-1211)
2 HUDSON CV, LONGWOOD, FL 32750
$544,00021 Days on yellowkey MLS ID: O6395131
REDUCED by $5,000 (0.9%) on 04/15/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1913 Built: 1974Monthly Fee: $25 Tax: $2,399 (2024)Community: Sleepy Hollow 1St AddSpa: NoSingle 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)
147 SANDALWOOD WAY, LONGWOOD, FL 32750
$349,00024 Days on yellowkey MLS ID: O6388990
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1558 Built: 1978 Tax: $3,982 (2024)Community: SandalwoodSingle Family
Taxes:$3,982
Remarks: SELLER WILL CONSIDER CONCESSIONS!! Discover the possibilities at 147 Sandalwood Way with a unique opportunity to own a 3-bedroom, 2-bath home plus a garage efficiency, all with NO HOA. **This house qualifies for a REDUCED RATE through the seller’s preferred lender. This is a lender-paid rate buydown to help reduce your monthly payment and/or closing costs.** Situated on a fully fenced 1/4-acre lot, this property is priced with its future potential in mind and is ready for your personal vision to truly make it shine. Inside, the home offers a split floor plan with cozy, functional living spaces. The family room flows directly into the kitchen, where you’ll find granite countertops, a small island, and ample cabinet space. The dining area was converted from the original porch, and an additional enclosed porch was added to create extra living space and flexibility. A portion of the garage has been converted into an efficiency with it's own entry access, giving you space to use as an additional room, office, or income potential. It includes a bathroom with a shower stall and a small kitchenette, all under central air. While it is not counted in heated square footage, it brings the total usable space to just under 2,000 square feet. If you’d prefer a traditional garage, the space can very easily be converted back. Major systems have already been addressed, with the roof and HVAC updated in 2013, and the plumbing and electrical systems up to code. A pre-inspection has been completed, and the home is expected to pass a 4-point inspection, adding peace of mind. Step outside to an oversized lot with no rear neighbors, backing up to a serene conservation area for added privacy. Located adjacent to Sandalwood Park, with a playground and basketball courts, you’ll enjoy easy access to recreation while still having a quiet, low-traffic setting. Built with durable concrete block construction and located in a highly rated Seminole County school district, this property offers solid bones in a prime location. Enjoy quick access to shopping, dining, and major highways, all while living in a neighborhood known for its charm and convenience. Bring your vision and cosmetic updates to make this home your own!
Listing is courtesy of: KELLER WILLIAMS HERITAGE REALTY (407-862-9700)
Listing Agent: Melissa Maggio (407-592-5352)
117 CROWN OAKS WAY #117, LONGWOOD, FL 32779
$149,900157 Days on yellowkey MLS ID: O6356320
REDUCED by $5,100 (3.3%) on 04/18/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1252 Built: 1974Monthly Fee: $847 Tax: $2,276 (2024)Community: The SpringsCondo
Taxes:$2,276
Remarks: Stunning, RENOVATED FIRST FLOOR CONDO WITH EXPANSIVE OUTDOOR PRIVATE PAVER PATIO in The Springs! Welcome home to this beautifully updated move-in–ready condo located in the highly sought-after, guard-gated community of The Springs in Longwood. This rare first-floor corner unit offers exceptional privacy, an expansive outdoor living area, and extensive upgrades throughout. Step inside to discover a bright, modern interior featuring fresh paint, crown molding, upgraded lighting, new modern doors and hardware. The spacious living area is enhanced by a brand new 4 Panel Double Insulated Sliding Door, opening to a New Extra Large Paver Patio perfect for relaxing or entertaining. A second private patio off the primary suite adds an additional outdoor retreat. The beautifully renovated kitchen features soft-close cabinetry, stainless steel appliance package, farmer’s sink, and updated finishes. The condo also includes a washer and dryer, with re-plumbing completed in 2022 for peace of mind. The luxurious primary suite offers dual closets, a barn-style door, and direct access to the private patio. Both bathrooms have been refreshed with new faucets, new toilets, and modern touches throughout. Major system upgrades include a 16 SEER Carrier A/C (2023), new water heater (2023), and lighting updates throughout. SPECIAL ASSESSMENTS HAVE BEEN PAID IN FULL BY THE SELLERS, making this a true turnkey opportunity. A covered carport with built-in storage is the finishing touch to this impressive condo. Centrally located to nearby shopping, dining and major expressways. Schedule your private showing today!
Listing is courtesy of: DENIZ REALTY PARTNERS LLC (407-704-0780)
Listing Agent: Monique Sola, Pa (407-579-9946)
4102 CLUBSIDE DR ##4102, LONGWOOD, FL 32779
$222,000250 Days on yellowkey MLS ID: O6335868
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1380 Built: 1984Monthly Fee: $488 Tax: $1,976 (2024)Community: Clubside At Sabal Point A CondoCondo
Taxes:$1,976
Remarks: Spacious 2-Bedroom Corner Unit in Clubside at Sabal Point – Private, Updated & Move-In Ready! Welcome to this beautifully updated first-floor corner unit condo located in the highly sought-after Clubside at Sabal Point community in Longwood! This light-filled home offers the perfect blend of privacy, comfort, and convenience. Step inside to find a spacious open floor plan with new flooring and fresh interior paint throughout. The thoughtful split-bedroom layout features two generously sized master suites, each with its own private full bathroom and large walk-in closet—ideal for roommates, guests, or multi-generational living. Enjoy the serenity of having no rear neighbors and unwind in your private screened-in back porch, perfect for morning coffee or evening relaxation. 2019 HVAC system, ensuring year-round comfort. This home is truly move-in ready! Community amenities include a sparkling pool, tennis court, fitness center, clubhouse, and ground maintenance—all designed to enhance your lifestyle without the hassle. Conveniently located close to shopping centers, restaurants, top-rated schools, and just minutes from the natural beauty of Wekiva Springs State Park. Whether you're a first-time buyer, downsizing, or looking for a low-maintenance lifestyle in a prime location, this condo has it all. Don’t miss out—schedule your private showing today
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Kelsey Payton (407-718-2967)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80026 Days on yellowkey MLS ID: O6394368
0 Days Off yellowkey (back on 4/18/2026)
REDUCED by $13,200 (2.3%) on 04/13/2026
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
High School: Lake Brantley High
Remarks: Under contract-accepting backup offers. Welcome to 601 Fox Valley Drive & & PLEASE VIEW THE DIGITAL WALK THRU VIDEO. This much loved home is ideally situated on a wide, tree-lined street in the highly sought-after Sweetwater Oaks community. Nestled on a lush, oversized fenced corner homesite with abundant native landscaping, this .41 acre 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 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 w/ sliders accessing the porch the rear porch. The beautiful dining room has crown molding & wood floors.—each space features 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. Step outside to your private backyard retreat, featuring a pool with long lasting Pebble Tec finish + a deep end for diving invites endless fun and relaxation. The bedroom wing is conveniently located off the kitchen, 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, electric service panel & breaker boxes replaced in 2026, roof replaced in Dec. 2017 & Trane A/C replaced in 2016, all baths & the rear covered porch have tile floors, and the home has plantation shutters throughout on all windows & kitchen & family room sliders. Enjoy the Low HOA dues offering the unmatched lifestyle of Sweetwater Oaks with exclusive resort style 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, canoeing & kayaking on the Wekiva River, and a private boat ramp to large & 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)
603 N SWEETWATER BLVD, LONGWOOD, FL 32779
$549,90012 Days on yellowkey MLS ID: O6397281
0 Days Off yellowkey (back on 4/13/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2255 Built: 1977Monthly Fee: $54 Tax: $4,372 (2024)Community: Sweetwater Oaks Sec 14Spa: NoSingle Family
Taxes:$4,372
Remarks: Under contract-accepting backup offers. Welcome to sought-after Sweetwater Oaks, a premier lakefront community offering an unmatched lifestyle in the heart of Longwood. Residents enjoy exclusive access to skiable Lake Brantley, as well as Riverbend Park with direct entry to the scenic Wekiva River—perfect for kayaking, paddleboarding, and enjoying Florida’s natural beauty. The community also features pickleball courts, a clubhouse, multiple playgrounds, and a private beach on Lake Brantley, creating the perfect blend of recreation and relaxation. This beautifully maintained, move-in ready home has been thoughtfully updated with major improvements already completed for peace of mind. Recent upgrades include a new roof (2016), new windows (2016), and a new HVAC system (2017). The home was further enhanced with fresh exterior paint in 2021, along with stylish porcelain tile flooring, updated light fixtures, and Whirlpool stainless steel appliances installed the same year. Designed with both functionality and entertaining in mind, the home features a spacious, open floor plan highlighted by a large great room that seamlessly flows out to the private pool area through wall-to-wall pocket sliding glass doors—creating the ultimate indoor-outdoor living experience. Additional recent improvements include a brand-new Rainbird irrigation system (2025), a new pool pump (2026), and fresh interior paint (2026), making this home truly turnkey for its next owner. Combining modern updates with access to one of Central Florida’s most desirable communities, this property offers the ideal opportunity to enjoy the Sweetwater Oaks lifestyle from day one.
Listing is courtesy of: SAFFORD REAL ESTATE LLC (407-461-3172)
Listing Agent: Blake Safford (407-461-3172)
116 WINDMILL WAY, LONGWOOD, FL 32750
$619,00019 Days on yellowkey 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 AddSpa: YesSingle Family
Taxes:$5,427
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)
486 N PIN OAK PL #112, LONGWOOD, FL 32779
$187,90058 Days on yellowkey MLS ID: O6383397
0 Days Off yellowkey (back on 4/17/2026)
REDUCED by $2,000 (1.1%) on 04/15/2026
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 959 Built: 1991 Tax: $2,259 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,259
Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. **Seller may consider buyer concessions if made in an offer**Welcome to this beautifully UPDATED and MOVE-IN READY 2-bedroom, 1-bath GROUND-FLOOR CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining. Recent 2024 UPGRADES include a BRAND-NEW AC system, stunning WOOD-LOOK VINYL PLANK FLOORING throughout, UPDATED HARDWARE, and MODERN LIGHTING FIXTURES, creating a fresh and contemporary feel from the moment you enter. The spacious Living Room features sliding glass doors that open to a private screened rear patio overlooking PEACEFUL GREEN SPACE—an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS, stainless steel appliances, a sleek tile backsplash, closet pantry, and a breakfast bar for casual dining. The UNIQUELY-SHAPED Primary Bedroom offers character and comfort, complete with a generous walk-in closet featuring a CUSTOM CLOSET SYSTEM and private access to the full bathroom that includes a granite vanity and a tub/shower combination. The second Bedroom is equally inviting and features its own SLIDING DOORS leading directly to the screened patio, allowing for natural light and easy outdoor access. A hallway laundry closet with WASHER AND DRYER INCLUDED, adds everyday convenience. The HOA has recently enhanced the community by REPAIRING AND REPAINTING the exterior of all buildings, REPAVING the entire community, and REPLACING the pool deck—adding to the already well-maintained appeal. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated, ground-floor condo in a beautifully refreshed community in one of Longwood’s most convenient locations. Schedule your showing today!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
148 SUNSET DR, LONGWOOD, FL 32750
$332,5006 Days on yellowkey MLS ID: O6399766
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2139 Built: 1975 Tax: $2,545 (2024)Community: Shadow HillSpa: NoSingle Family
Taxes:$2,545
Remarks: Investor Special in Seminole County – Solid Rental with High Upside. Welcome to this well-maintained concrete block single-family home offering a great blend of comfort, location, and long-term potential in one of Seminole County’s most desirable areas. This 3-bedroom, 3-bathroom home sits on a generous 0.23-acre lot and features a private pool with a tranquil lake view—perfect for enjoying Florida living year-round. Inside, you’ll find abundant natural light, ceiling fans throughout, and functional living spaces that flow seamlessly to the outdoors. Screen doors open to a covered patio and pool deck, creating an ideal setup for relaxing or entertaining. The outdoor space is thoughtfully enhanced with a backyard fireplace, a newer fence for added privacy, and a storage shed that provides additional space for tools and equipment—making it both functional and inviting. The home also includes a 2-car attached garage, a spacious yard, and a solid concrete block foundation, offering peace of mind and flexibility for future updates, if desired. Conveniently located near parks, trails, shopping centers, schools, and local attractions, with easy access to Lake Mary, Altamonte Springs, and the greater Orlando area. The surrounding market is known for strong rental demand and long-term stability, making this an excellent option for both homeowners and investors alike. Additionally, the property is just a short drive from Orlando Sanford International Airport and Orlando International Airport, adding convenience for commuters, travelers, and relocating buyers.
Listing is courtesy of: YOUR HOME SOLD GUARANTEED REALTY (407-566-2555)
Listing Agent: David Sheehan (321-945-1480)
322 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$499,900432 Days on yellowkey MLS ID: O6280309
REDUCED by $25,100 (4.8%) on 03/31/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1599 Built: 1993 Tax: $2,326 (2024)Community: Lake Vista At ShadowbaySpa: NoSingle Family
Taxes:$2,326
Remarks: Welcome to Lake Vista at Shadowbay - No HOA and No Restrictions! This beautiful and well-maintained home features three charming bedrooms, two full bathrooms, and a spacious 2-car garage, 1,599 sq. ft. of living space, the home boasts an open and airy floor plan filled with natural light, vaulted ceilings, and a stylish combination of rich solid wood floors and tile throughout. Unique architectural details and built-in niches add warmth and character. Enjoy both formal and informal living spaces, including an elegant dining room, a comfortable living room, and additional flexible living areas that flow seamlessly together, ideal for everyday living or entertaining. Step outside to your tranquil, oversized screened-in patio featuring vaulted ceilings, two wood ceiling fans with remotes, and plenty of room for outdoor gatherings. Relax with serene views of the pond and wooded conservation area, perfect for peaceful moments or entertaining guests in a private, natural setting. Located in the highly sought-after Shadowbay community, you will enjoy access to Ski Lake Brantley and exclusive amenities including a private gated beach, fishing area, picnic space, boat ramp, tennis court, basketball court, and more. This is a prime location just minutes from I-4 and Seminole County schools, walking distance to the elementary school. UPDATES include: New HVAC (2022), New plumbing (2022), Updated electrical (2022), Tankless water heater (2022), Roof (2013), New front covered porch and oversized back patio (2022), and a fenced backyard for added K-9 run and for privacy (2022). This is a must-see property! Make this fantastic house your home today! Contact the listing agent for details on buyer incentives.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Diane Melody Goglas (407-690-1959)
474 S PIN OAK PL #308, LONGWOOD, FL 32779
$179,00014 Days on yellowkey MLS ID: O6396978
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1110 Built: 1991 Tax: $2,103 (2025)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$2,103
Remarks: **Seller may consider buyer concessions if made in an offer**Welcome to this beautiful, MOVE-IN READY 2-bedroom, 2-bath CONDO in the desirable Windsor at Sabal Walk community in Longwood. Offering comfort, style, and convenience, this charming home is perfect for those seeking low-maintenance living in a PRIME LOCATION. An UPDATED AC SYSTEM (2024) enhances comfort and energy efficiency throughout the home. Step inside to discover a bright, OPEN FLOOR PLAN where the Kitchen, Dining, and Living areas flow seamlessly together—ideal for both everyday living and entertaining.The Kitchen is both stylish and practical, showcasing GRANITE COUNTERTOPS and BACKSPLASH, a closet pantry, and a breakfast bar for casual dining. A SEPARATE DINING AREA near the Kitchen offers plenty of room for hosting family and friends. Step down to the SPACIOUS Living Room featuring sliding glass doors that open to a PRIVATE SCREENED REAR PATIO with a POND VIEW —an inviting spot for morning coffee or unwinding in the evenings. The patio also includes a CONVENIENT STORAGE CLOSET for added functionality. The Primary Bedroom serves as a TRANQUIL RETREAT, with a large window that invites in natural light while offering calming views of the pond. A GENEROUS WALK-IN CLOSET completes the space, along with an EN SUITE BATH featuring a GRANITE VANITY with a dedicated makeup area and a step-in shower. The second Bedroom is equally inviting and boasts a WALK-IN CLOSET and private access to a full bathroom that includes a GRANITE VANITY and a shower/soaking tub combination. CONVENIENTLY LOCATED near the Kitchen, the Laundry Room enhances the home’s thoughtful design. HOA FEES cover water, trash, lawn care, exterior maintenance, and access to the SPARKLING COMMUNITY POOL, making for truly carefree living. Located within a TOP-RATED school district and JUST MINUTES from Altamonte Mall, Cranes Roost Park, Wekiva Island, and Wekiwa Springs State Park, this condo offers EASY ACCESS to shopping, dining, entertainment, outdoor recreation, and YEAR-ROUND COMMUNITY EVENTS. Nearby hospitals, grocery stores, and local restaurants add everyday convenience, while QUICK ACCESS to I-4 makes commuting to Orlando, Lake Mary, or the beaches simple and efficient. This is an EXCEPTIONAL OPPORTUNITY to own an updated condo in a beautiful, QUIET COMMUNITY in one of Longwood’s most convenient locations. Schedule your showing today!
432 WILDERNESS DR, LONGWOOD, FL 32779
$699,90028 Days on yellowkey MLS ID: O6393288
REDUCED by $35,100 (4.8%) on 04/13/2026
Bed: 5 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2832 Built: 1981Monthly Fee: $46 Tax: $6,626 (2024)Community: Cypress Landing At Sabal PointSpa: NoSingle Family
Taxes:$6,626
Remarks: One or more photo(s) has been virtually staged. One or more photo(s) has been virtually staged for visual inspiration. Welcome to your dream home in the highly sought-after Sable Point community of Longwood, Florida—where charm, space, and thoughtful upgrades come together in all the right ways. This beautifully maintained five-bedroom, three-bath brick home sits proudly on a spacious corner lot, surrounded by mature trees and the kind of peaceful, established neighborhood setting buyers are always hoping to find. From the moment you arrive, you’ll feel that warm, inviting “this is the one” energy. Inside, you’re greeted with timeless finishes including granite countertops, plantation shutters, a farmhouse sink, rich wood flooring, and elegant wainscoting that flows throughout the main living areas and front bedrooms—adding just the right touch of character and sophistication. The kitchen is fully equipped with upgraded LG appliances, blending style and function for everyday living and effortless entertaining. The layout is thoughtfully designed for real life—whether you're hosting family gatherings, raising a busy household, or planning for multi-generational living. A standout feature is the private primary suite addition, offering his and hers walk-in closets, its own ensuite bath with a garden soaking tub, walk-in shower, direct access to the screened outdoor pool, and separation from the main living areas—perfect for next-gen living, guests, or simply a quiet retreat at the end of the day. Natural light pours in through skylights, brightening the spacious living areas, while the family den steals the show with its soaring cathedral ceilings, exposed beams, and a cozy wood-burning fireplace—creating a warm, inviting space that feels like the heart of the home. Upstairs, you’ll find a fun bonus room over the garage—ideal for a teen hangout, game room, or creative escape. Practical features haven’t been overlooked either, with a generously sized laundry room designed to keep things running smoothly behind the scenes. Step outside and you’ve got your own Florida oasis. The screened-in pool has been recently resurfaced, and the pool deck features a durable shark coating—ready for sunny afternoons and weekend get-togethers. The large yard gives you plenty of room to spread out, play, or entertain. And yes—there’s even a built-in doggy shower, because every member of the family deserves a little luxury. This home is not just charming—it’s smart, too. Enjoy energy savings with solar panels, a water softener system, a whole-home generator that will convey, and the peace of mind that comes with a brand-new roof completed within the past year. Located just minutes from **Wekiwa Springs State Park**, you’ll have easy access to kayaking, scenic trails, and some of Central Florida’s most beautiful natural surroundings—perfect for those who love an active, outdoor lifestyle. Along with top-rated schools, nearby parks, and tree-lined streets, this home offers that rare blend of comfort, convenience, and character. If you’ve been searching for space, flexibility, and a home that truly grows with you… this one is ready to welcome you home.
Listing is courtesy of: REALTY ONE GROUP MAGIC CITY (407-589-9080)
Listing Agent: Jory Williams (501-951-0799)
255 E HORNBEAM DR, LONGWOOD, FL 32779
$632,00041 Days on yellowkey MLS ID: O6384709
0 Days Off yellowkey (back on 3/17/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2309 Built: 1977Monthly Fee: $49 Tax: $6,845 (2024)Community: Sabal Point AmdSpa: NoSingle Family
Taxes:$6,845
Remarks: Welcome to this exquisitely remodeled residence in the highly desirable community of Sabal Point, ideally positioned near top-rated schools, commuter routes, and Central Florida’s most beautiful outdoor destinations. This stunning 4-bedroom, 3 full-bath split-plan pool home has been thoughtfully redesigned with upscale finishes and exceptional attention to detail, all set on an expansive over 1/3-acre homesite offering privacy and endless possibilities for outdoor living. At the heart of the home, the open-concept kitchen flows effortlessly into the expansive family room, creating a warm and inviting space perfect for everyday living and entertaining. The fully renovated kitchen showcases crisp white solid wood cabinetry, elegant granite countertops installed in 2021, and premium appliances. Throughout the home, luxury vinyl flooring in a warm oak finish (2021) complements the fresh, modern palette, while upgraded LED lighting enhances the bright, airy feel. All three bathrooms were beautifully remodeled in 2021 with sleek quartz countertops and clean, contemporary finishes. Additional improvements include a new roof (2021), complete re-plumbing (2021), updated interior doors, fresh interior paint (2025), and exterior paint completed in 2021. Step outside into your private backyard retreat, where a magnificent mature oak tree provides cooling shade across a large portion of the yard, while the remaining open lawn allows abundant sunshine to warm the pool—creating the ideal setting for swimming, entertaining, and relaxing. With over one-third of an acre, the outdoor space is perfect for pool parties, gardening, or enjoying Florida’s year-round sunshine. A separate fenced dog run provides a secure space for pets to play freely. This home also offers peace of mind with major system upgrades, including a brand new Dishwasher (2025), a 50-gallon Rheem water heater (2021), new HVAC system (2024), refurbished pool pump (2025), EV charger, and solar panels installed in 2022 that will be fully paid off at closing. A Vivint smart security system adds convenience. Zoned for highly regarded, Excellent-rated schools within Seminole County Public Schools, including Sabal Point Elementary within walking distance, and just minutes from Wekiwa Springs State Park, SR 434, I-4, 441, and the 429 Expressway. Enjoy easy access to Uptown Altamonte, Cranes Roost Park, Altamonte Mall, and AdventHealth Altamonte Springs for premier shopping, dining, and entertainment. This move-in-ready Sabal Point home offers the perfect blend of modern upgrades, outdoor space, and an exceptional location.
Listing Agent: Jennifer Hylton (407-756-9249)
104 FAIRWAY DR #101B, LONGWOOD, FL 32779
$170,00049 Days on yellowkey MLS ID: O6387603
0 Days Off yellowkey (back on 3/27/2026)
Bed: 2 Bath: 1.0 Liv Area Sq Ft: 1140 Built: 1973 Tax: $1,512 (2024)Community: The SpringsCondo
Taxes:$1,512
Remarks: Under contract-accepting backup offers. This amazing 2 Bedroom, 1 Bath condo sits nestled amongst some of the most beauitul mature Florida landscape in the highly sought after neighborhood "The Springs" in Longwood. As you walk into this ground floor unit you will find the primary bedroom with to your left with a cozy screened in porch and beautiful wooden ceilings. Walk through the Foyer and you will see the Living Room full of natural light and natural wood ceiling beams as well as natural light from the double set of sliding glass doors in the Living Room and Dining Room. The Kitchen is equiped with Stainless Steel appiances and has a pass through to the dining area. Bedroom 2 is large and also has Wooden ceilings. The spacious Living Room has a wood Burning Fireplace and plenty room for entertaining guest. The back enclosed porch is perfect for enjoying your morning coffee and the sweet sounds of nature. The HOA fees include water, trash,yard and building maitnance, use of all community amenities, the Springs, Swimming Pools,Stables, Fitness Center, Clubhouse, Play Grounds, walking trails, 24- Hour Security Gate, and so much more. This Beautiful community is conveniently located near I-4, Shopping centers, Restaurants and Hospitals This is an amazing oppertunity to own a piece of paradise. Call today for your showing.
Listing is courtesy of: WATSON REALTY CORP (407-332-6000)
Listing Agent: Terri Smock (321-298-3115)
104 STONEBROOK CT, LONGWOOD, FL 32779
$895,00047 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: Experience the ultimate Florida lifestyle in this stunning 5-bedroom, 3-bathroom contemporary split-level home in desirable Sweetwater Oaks. Spanning over 3,500 square feet on a quiet cul-de-sac, this residence perfectly blends modern design with functional family living. Entertainer's dream Kitchen & Great Room. The heart of the home is an impressive open-concept kitchen and family room combination featuring soaring vaulted ceilings. Beautiful granite countertops, a central island with a built-in sink and dishwasher, a versatile two-level countertop, and a sun-drenched breakfast nook. The great room showcases a custom stone fireplace with built-in shelving. Three-panel sliding glass pocket doors disappear into the walls, seamlessly merging the interior with the screened-in pool area. Formal Dining & Living. Enjoy vaulted ceilings and multiple expansive windows to enjoy peaceful views of the private pool. The primary suite is privately tucked away on the first level. A versatile 5th bedroom flex space on the main floor serves perfectly as a home office or den. Three additional bedrooms, a full bathroom, and a spacious loft are located on the second floor, providing a dedicated space for family, playroom, or guests. Rest easy with smart outdoor controlled lighting designed for security, holidays, and special events. Beyond your front door, Sweetwater Oaks offers a premier lifestyle with exclusive resident-only access to Lake Brantley at Sweetwater Beach with a beautiful sandy beach for swimming, basketball court, beach volleyball, playground, boat dock, and boat ramp for skiing and fishing. Additionally, residents of Sweetwater Oaks community can enjoy another private access at Riverbend Park. This beautiful expansive park features tennis and basketball courts, baseball and soccer fields, canoeing, and kayaking with access to Wekiva River. Don't miss this rare opportunity to own a piece of paradise in one of Longwood’s most sought-after communities. Schedule your private tour today!
Listing is courtesy of: JERRY MCGEE REALTY, LLC (407-765-9147)
Listing Agent: Jerry Mcgee, Jr (407-765-9147)
111 DELLWOOD DR, LONGWOOD, FL 32750
$490,00077 Days on yellowkey MLS ID: V4947148
1 Days Off yellowkey (back on 4/14/2026)
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: Under contract-accepting backup offers. 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)
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