Displaying: For Sale
Location: Longwood
Property Type(s): Single Family
Price: $500,000 to $599,000
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Longwood - 32 properties found
506 FREEMAN ST, LONGWOOD, FL 32750
$588,50088 Days on yellowkey MLS ID: O6378867
0 Days Off yellowkey (back on 4/20/2026)
REDUCED by $1,500 (0.3%) on 04/19/2026
Bed: 5 Bath: 4.0 Gar: 2 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $4,627 (2025)Community: Longwood PlantationSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$4,627
Elementary School: Longwood Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Greenwood Lakes Middle
Remarks: Under contract-accepting backup offers. This impressive and spacious 5–6 bedroom, 4-bath pool home offers over 3,500 square feet of beautifully designed living space on a premium private conservation lot in a quiet, tree-lined neighborhood. The flexible open floor plan features dramatic living and dining rooms, a stunning remodeled cook’s kitchen with rich wood cabinetry, granite counters, breakfast bar, and eat-in space, all open to a welcoming family room. Additional living spaces include an upstairs bonus room and an office or optional 6th bedroom, ideal for today’s lifestyle. The private split-plan primary suite is oversized with a sitting area, large walk-in closet, and a luxurious updated bath with double granite vanity, soaking tub, and generous shower. Secondary bedrooms are well sized with walk-in closets, and three offer direct bath access. Enjoy outdoor living on the screened covered porch overlooking the solar-heated pool with waterfall, DiamondBrite surface, and automatic sweep—perfect for relaxing or entertaining. This home is loaded with upgrades and extras including vaulted ceilings, brick fireplace, porcelain tile, stainless appliances, crown molding, recessed lighting, California closet system, solid-surface counters, security system, water softener, R-30 attic insulation, 2020 architectural shingle roof, double-pane windows, sprinkler system, new water heater, new pool pump, new upstairs and downstairs A/C units, re-piping of the home and much more. The spacious 2-car garage offers ample storage and workspace. Community playground included. Truly a must-see home—schedule your private showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: Rick Brown (407-393-5901)
248 CAMBRIDGE DR, LONGWOOD, FL 32779
$505,00091 Days on yellowkey MLS ID: V4947109
REDUCED by $15,000 (2.9%) on 04/19/2026
Bed: 3 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2001 Built: 1976Monthly Fee: $23 Tax: $384 (2024)Community: Wekiva Hunt Club 3 Fox Hunt Sec 3Single Family
Taxes:$384
Elementary School: None
High School: None
Tax Year: 2024
Middle School: None
Remarks: Price Improvement – Now $505,000! Low HOA Move-in ready pool home in an established Longwood neighborhood with timeless brick-front curb appeal and generously sized rooms throughout. Versatile floor plan offers expansive living spaces ideal for gathering or everyday comfort. Just off the kitchen, a built-in dual desk workspace provides the perfect spot for organization or creative projects. Updated bathrooms add a fresh, modern touch. Step outside to your private pool with flagstone surround, shaded wood pergola, and large fully fenced backyard for relaxing or entertaining. A private rear gate provides direct access to a peaceful nature trail - ideal for enjoying fresh air or unwinding at the end of the day. Ample storage and functional layout. Convenient to parks, trails, shopping, dining, and major roadways. Zoned for Seminole County schools. All information is intended to be accurate but cannot be guaranteed. Buyers and agents to perform due diligence.
Listing is courtesy of: ADAMS, CAMERON & CO., REALTORS (386-673-2100)
Listing Agent: Ashlee Selman (386-214-1466)
200 COLONIAL LN, LONGWOOD, FL 32750
$500,00019 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
Middle School: Rock Lake Middle
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)
601 FOX VALLEY DR, LONGWOOD, FL 32779
$554,80038 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
Elementary School: Sabal Point Elementary
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
$549,90024 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)
393 WEKIVA COVE RD, LONGWOOD, FL 32779
$520,00023 Days on yellowkey MLS ID: O6398012
0 Days Off yellowkey (back on 4/16/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2002 Built: 1981Monthly Fee: $89 Tax: $4,440 (2025)Community: Wekiva CoveSpa: NoSingle Family
Taxes:$4,440
Elementary School: Wekiva Elementary
Middle School: Teague Middle
Remarks: Under contract-accepting backup offers. If you’ve been craving space, privacy, and a home that feels worlds away from the city without actually leaving it.. this Wekiva Cove pool home delivers. Set beneath a canopy of mature trees in one of Longwood’s most beloved, nature-centered communities, this 4-bedroom, 2-bath home offers a rare blend of warmth, functionality, and peaceful surroundings. Inside, you’ll find a thoughtfully designed layout with formal living and dining rooms, complemented by a spacious family room with soaring vaulted ceilings and a fireplace that creates an inviting, comfortable gathering space. The kitchen is both stylish and practical, featuring granite countertops, NEWER stainless steel appliances, and easy flow into the main living areas—perfect for everyday living and entertaining. Throughout the home, porcelain tile and rich wood flooring pair beautifully with a neutral color palette, creating a clean, timeless look that feels instantly welcoming. Notable updates include - brand new water heater 2026, solar pool heating 2024, pool cage and screen renovation plus new fence 2024 The primary suite offers something truly special: a private office or den, ideal for working from home, unwinding, or creating a quiet retreat within your own space. Secondary bedrooms are well-sized, and a large laundry room adds everyday convenience. Step outside and you’ll understand what makes this home stand out. The oversized screened-in pool becomes your personal oasis, surrounded by lush landscaping and complete with a covered deck for relaxing or hosting. The fully fenced backyard provides both privacy and room to enjoy the outdoors year-round. Located near Wekiva Springs, Sweetwater Golf & Country Club, and just minutes from major roadways, shopping, and dining, this home offers the best of both worlds—peaceful, tucked-away living with easy access to everything you need. This isn’t just a place to live-it’s a place to slow down, spread out, and truly feel at home.
Listing is courtesy of: COLDWELL BANKER REALTY (407-333-8088)
Listing Agent: Miranda Earnest (321-624-0287)
107 PALM SPRINGS DR, LONGWOOD, FL 32750
$525,000230 Days on yellowkey MLS ID: TB8428318
1 Days Off yellowkey (back on 2/3/2026)
Bed: 5 Bath: 5.0 Liv Area Sq Ft: 4388 Built: 1965 Tax: $7,520 (2024)Community: Sanlando SpgsSingle Family
Taxes:$7,520
Middle School: Milwee Middle
Remarks: Under contract-accepting backup offers. Highest & Best Due by 5 pm 1-28-2026!!! New Roof 2026 (contingent on offer amount) This expansive estate offers 5 bedrooms, 5 bathrooms, a guest house, in-law suite/man cave, media room, and a sparkling pool, all on one incredible property! With over 4,300 square feet, there’s ample space for a home office, guest accommodations, and year-round entertaining. The main home features 4 bedrooms, 3 bathrooms, a den, and a media room. The updated kitchen boasts new cabinets, quartz countertops, an entertainer’s island, and new tile floors. A striking double-sided wood-burning fireplace warms both the dining and living areas, complemented by beautiful Spanish tile flooring throughout the main living spaces. Bathrooms have been tastefully updated, with fresh tile flooring in the secondary bedrooms and hallway. The guest house (840 sq. ft.) includes its own kitchen, living room, full bath, spacious bedroom with walk-in closet, and utility room, perfect for extended family or visitors. The in-law suite/man cave (456 sq. ft.) offers a flexible layout with a living area, kitchenette, full bath, and an additional room currently used as a bedroom (not included in the official count). Ideal for a private home office, hobby space, or multigenerational living. Step outside to enjoy the screened porch and private pool, surrounded by fruit-bearing peach, guava, moringa, avocado, and kumquat trees. Recent updates include partial roof replacement in 2016 and the remaining roof in 2020, along with fresh interior paint. Conveniently located near Rolling Hills Golf Course and close to shopping, dining, and major routes, this property truly has it all. Space, style, and versatility!
Listing is courtesy of: DIVINE ESTATES REALTY LLC (813-401-1851)
Listing Agent: Nehad Darwish (813-401-1851)
1751 STANLEY ST, LONGWOOD, FL 32750
$515,00025 Days on yellowkey MLS ID: O6396466
1 Days Off yellowkey (back on 4/15/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2118 Built: 1969 Tax: $4,366 (2025)Community: Sanlando SpgsSingle Family
Taxes:$4,366
Remarks: Under contract-accepting backup offers. Beautifully updated 4-bedroom, 2.5-bath Pool home, located on a quiet, tree-lined street on a huge almost half-acre lot just a 2-minute walk from Rolling Hills Community Park—no HOA! This fantastic home features a newer Roof, AC and Tankless Water Heater. The windows and sliders have been updated as well as new paint inside and out. The great room showcases the fireplace and overlooks your wonderful screened porch and spacious decking area around the pool. Freshly resurfaced, you will love the look of this huge pool that also has a new pump and retaining wall. There is also a updated electric panel, freshly cleaned ductwork and a well for the sprinkler system. Additional highlights include an oversized garage, an interior laundry room, and a huge corner lot with extra parking. Located close to I-4, top hospitals, shopping, and dining. Enjoy the best of Central Florida living with Acres of nearby walking trails and ponds. FHA/VA friendly—schedule your showing today!
Listing is courtesy of: FLORIDA HOME REALTY & INVEST (407-209-3346)
Listing Agent: Danny Vargas (407-375-9055)
450 LONGMEADOW LN, LONGWOOD, FL 32779
$559,00052 Days on yellowkey MLS ID: O6390534
REDUCED by $16,000 (2.8%) on 04/02/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2623 Built: 1987Monthly Fee: $77 Tax: $3,398 (2024)Community: Sabal Point Sabal View AtSingle Family
Taxes:$3,398
Remarks: Excellent opportunity in Sabal Point. POOL house with two NEW HVACs. 4 bedrooms, 3.5 bathrooms with office. Master on first floor.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laura Hilton, Pa (407-718-2291)
502 FREEMAN ST, LONGWOOD, FL 32750
$555,000363 Days on yellowkey MLS ID: O6303923
REDUCED by $10,000 (1.8%) on 03/31/2026
Bed: 6 Bath: 4.0 Liv Area Sq Ft: 3459 Built: 1998Monthly Fee: $51 Tax: $7,914 (2024)Community: Longwood PlantationSingle Family
Taxes:$7,914
Remarks: Amazing pool home in Longwood is the perfect multi-generational home. This home has 2 master suites, one downstairs and one upstairs with the downstairs master suite perfect for a mother in law living space. Also unique is 3 living spaces, one of which is upstairs so the kids can play upstairs and not disturb whoever is downstairs. The home has been remodeled with upgraded luxury vinyl flooring and granite countertops. You will enjoy the covered pool and lanai, with a backyard large enough with for your pets and no rear neighbor. Have peace of mind with the Roof and AC replaced in 2019 and 2020. You will be able to save money each month with solar panels that keep the electricity bill affordable, and a low HOA each month. *All information is intended to be accurate but is not guaranteed.
Listing is courtesy of: COLDWELL BANKER RESIDENTIAL RE (407-647-1211)
Listing Agent: Ryan Minadie (407-765-9990)
449 WEKIVA COVE RD, LONGWOOD, FL 32779
$565,00040 Days on yellowkey MLS ID: O6391904
0 Days Off yellowkey (back on 3/30/2026)
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 2108 Built: 1984Monthly Fee: $125 Tax: $2,408 (2024)Community: Wekiva Cove Ph 3Single Family
Taxes:$2,408
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 4-bedroom, 2-bath POOL home in the highly sought-after Wekiva Cove community! Pride of ownership shines throughout. This spacious home offers a formal living and dining area, a separate family room, and a bright eat-in kitchen, perfect for both entertaining and everyday comfort. Step into the beautifully updated kitchen (2017) featuring stone countertops, porcelain tile, maple wood cabinetry with pull out shelves, and stainless steel appliances. The home offers stunning bamboo flooring, an inviting living area with a cozy gas fireplace, inside laundry room, and a 2-car garage for added convenience and storage. The primary suite includes a spacious walk-in closet and an en suite bath with a double vanity. All secondary bedrooms are generously sized and also feature bamboo wood floors. Additional highlights include blown-in attic insulation with a pull-down ladder providing extra storage. Major updates include: AC replaced in 2025, roof replaced in 2017, pool resurfaced in 2021, and an outdoor generator plug installed in 2019. Enjoy Florida living at its finest with a screened-in pool and patio area overlooking the fenced backyard—ideal for relaxing or hosting friends and family. Located in the desirable lake community of Wekiva Cove, residents enjoy walking paths, a rentable clubhouse, community pool with kiddie pool, playground, fishing pier, baseball field, and tennis courts. All of this just minutes from Wekiva Springs State Park, Wekiva Golf Course, the library, top-rated Seminole County schools, shopping, and countless dining options. Easy access to 429 Toll Road and I-4 makes commuting simple. Don’t miss this opportunity to own a beautifully cared-for home in one of the area’s most sought-after neighborhoods! This property may be under audio and video surveillance.
Listing Agent: Shelly Rahe Pa (321-277-4100)
1200 WAVERLY WAY, LONGWOOD, FL 32750
$597,00081 Days on yellowkey MLS ID: O6382272
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 2416 Built: 1974Community: Knollwood 3Rd Add AmdSingle Family
Taxes:
Tax Year:
Remarks: Welcome to this charming ranch style single-family home, perfectly situated on an oversized 0.71-acre corner lot in the highly desirable Knollwood community of Seminole County. Offering 4 spacious bedrooms, 2.5 baths, and 2,416 heated square feet, this home blends comfort, character, and endless potential. An oversized driveway provides ample parking for family and guests, while the expansive lot offers plenty of room to add a pool, create an outdoor oasis, or host large gatherings. Inside, you’re greeted by a warm and inviting living area featuring crown molding, a cozy fireplace, and rustic barn doors that open to the upgraded kitchen. The kitchen serves as the heart of the home, showcasing stainless steel appliances, sleek countertops, abundant cabinetry, and plenty of natural light. Built in 1974, this classic ranch offer solid bones and timeless appeal, providing the perfect canvas to customize and make it your own. Located in a highly sought-after school district and just minutes from shopping, dining, and all that Seminole County has to offer, this is a rare opportunity to own a spacious home on a premier lot in an established neighborhood. Bring your vision—this home is ready to become your forever home.
Listing Agent: Milena Phan (407-716-0107)
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