Location: Longwood
Only Show: Short Sale
Do Not Show Listings
1870 CROWLEY CIR E, LONGWOOD, FL 32779
$625,000123 Days on yellowkey MLS ID: O6381416
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3258 Built: 1984 Tax: $9,076 (2024)Community: Mandarin Sec 5Single Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$9,076
Elementary School: Woodlands Elementary
High School: Lake Mary High
Tax Year: 2024
Middle School: Markham Woods Middle
Remarks: Short Sale. Approved Short Sale. Welcome to your peaceful oasis located on a full acre. Spacious floor plan with generous living area and kitchen featuring built-in stove and oven. Additional bedrooms create flexibility for family, guests, or a home office. Enjoy Florida living with your backyard pool and oversized yard—ideal for entertaining, pets, or future expansion. Conveniently located near schools, shopping, dining, and major highways. Rare opportunity for a one-acre pool home.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Jesse Sutton, Jr (321-805-7530)
377 N SHADOWBAY BLVD, LONGWOOD, FL 32779
$265,0005 Days on yellowkey MLS ID: O6414941
REDUCED by $34,000 (11.4%) on 06/09/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1396 Built: 1984Monthly Fee: $310 Tax: $2,885 (2025)Community: Shadowbay Unit 2 Ph 2Townhouse
Taxes:$2,885
Elementary School: Sabal Point Elementary
High School: Lake Brantley High
Tax Year: 2025
Middle School: Rock Lake Middle
Remarks: Short Sale. This charming 3-bedroom, 2-bathroom townhome in Longwood, FL, is a hidden gem that just needs a little TLC. Spanning 1,396 square feet across two stories, the home boasts impressive 15-foot ceilings that create a bright, airy environment filled with natural light from three spacious 8-foot windows and two sets of sliding glass doors. Nestled in the sought-after Seminole County, this residence is part of a community served by top-rated schools, including Sabal Point Elementary, Rock Lake Middle School, and Brantley High School—perfect for families prioritizing education. Picture yourself enjoying coffee on your private wooden deck or hosting family barbecues in the expansive backyard! Inside, the elegant porcelain tile and luxury vinyl plank flooring (updated in 2021) blend durability with style. Recent upgrades include new windows and pots, enhancing both aesthetics and energy efficiency. Outdoor enthusiasts will appreciate the proximity to Wekiva Springs State Park and Wekiva Island, offering nature trails, kayaking, and serene surroundings. The townhome is conveniently located near essential shopping, with two Publix supermarkets nearby, as well as Merrill Park and Westmonte Park, featuring an outdoor pool, playground, and sports courts. For commuters, easy access to a Sun Rail Station and Interstate 4 adds to the convenience of this well-rounded lifestyle. Don’t miss out on the opportunity to make this lovely townhouse your new home! Schedule your private tour today and start envisioning your future in this beautiful space. All offers are subject to third-party (lenders) approval. Property is being sold as a Short Sale. LIST PRICE NOT YET APPROVED.
Listing is courtesy of: RE/MAX ASSURED (800-393-8600)
Listing Agent: Bianca Botelho, Pa (407-709-4975)
498 N PIN OAK PL #306, LONGWOOD, FL 32779
$150,00058 Days on yellowkey MLS ID: O6399772
0 Days Off yellowkey (back on 6/6/2026)
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 823 Built: 1991 Tax: $179 (2024)Community: Windsor At Sabal Walk A CondoCondo
Taxes:$179
Elementary School: None
High School: None
Middle School: None
Remarks: Under contract-accepting backup offers. Short Sale. This bright and airy 1-bedroom, 1-bath condo sits on the 3rd floor, giving you the advantage of higher ceilings that make the space feel open, spacious, and full of natural light. Inside, you’ll find a comfortable layout that’s perfect for low-maintenance living—whether you’re a first-time buyer, downsizing, or looking for a great investment. The elevated position offers added privacy and a quieter atmosphere, making it a perfect place to unwind at the end of the day on your own private balcony. Step outside your front door and enjoy a community designed for lifestyle. Take a refreshing dip in the pool, stay active in the fitness center, or meet neighbors and friends at the clubhouse. All of this set within the desirable Wekiva Springs area, known for its natural beauty, parks, and convenient access to shopping, dining, and major roadways.
Listing is courtesy of: YOU HAVE REALTY LLC (407-707-9557)
Listing Agent: Viv Lehman (407-733-4700)
4 WOODEN SHOE LN, LONGWOOD, FL 32750
$350,000211 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
Elementary School: Altamonte Elementary
High School: Lyman High
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 (407-264-1870)
201 S SWEETWATER COVE BLVD, LONGWOOD, FL 32779
$930,000254 Days on yellowkey MLS ID: O6349070
Bed: 5 Bath: 3.0 Gar: 6 Liv Area Sq Ft: 6396 Built: 1976Monthly Fee: $54 Tax: $13,593 (2024)Community: Sweetwater Oaks Sec 07Spa: NoSingle Family
Taxes:$13,593
Remarks: Short Sale. Motivated Seller! Welcome to this beautiful WATERFRONT 5 Bed/ 3Bath Home with BRAND NEW ROOF and at 1.26 Acre Lot on Sweatwater Creek. With close to 6500 square footage, this house provide spacious and comfortable living space. House also features separate dining room, extra office/flex room, and upstair loft. Car garage can fit in around 6 cars and Circular paver driveway provide plenty of space for parking and easy access to the main road. This house features a lot of luxury custom designs, especially in kitchen and ding areas. The state-of-the-art kitchen has been completely remodeled with all new custom cabinets and fully equipped with all Viking, high-end stainless-steel appliances, including a professional 6 burner gas cook top with double ovens, a professional series hood, an additional wall oven, 2 dishwashers, a wine refrigerator, microwave and two sub-zero refrigerators. Dining room that overlook the screen swimming pool and backyard is stunning with all custom cabinets and solid stone counter table. Dive in the extra long swimming pool and relax and cool with friend and family in summer heat or spend quality time at the spacious outdoor living area with peaceful water views of the natural creek and landscaping. This breathtaking home is nested in sought-after Sweetwater Community that has access to a community dock, playground, tennis courts and beautiful Lake Brantley. Make this beautiful home yours. Schedule a private showing today and make this beautiful home your new residence... Matterport 3D tour are available on Zillow and MLS for virtual tour and provide room measurements.
Listing is courtesy of: KN PREMIER REALTY, INC (407-668-8888)
Listing Agent: Guanhua Zhang (407-668-8888)
888 LONGDALE AVE, LONGWOOD, FL 32750
$270,000195 Days on yellowkey MLS ID: O6361212
0 Days Off yellowkey (back on 4/29/2026)
Bed: 4 Bath: 2.5 Liv Area Sq Ft: 1667 Built: 1970 Tax: $8,995 (2024)Community: Lake Wayman Heights Lake AddSingle Family
Taxes:$8,995
Remarks: Under contract-accepting backup offers. Short Sale. Back on market..buyer backed out prior to final approval. Wont take long for reapproval. This charmer 4-bedroom, 2-bath home is a fantastic find! The one-car garage has been thoughtfully converted into a fourth bedroom, giving you extra room for guests, family, or a home office. Enjoy a large backyard plus a detached structure with plumbing already installed—ideal for a guest suite, studio, office, or more. Major updates are already done: roof (2021), AC compressor (2021), AC fan motor (Dec 2021), updated electrical panel, and full replumbing. Move-in ready but some repairs needed. Buyer and buyer agent to verify all data/measurements.
Listing is courtesy of: CFRP REALTY LLC (407-682-8686)
Listing Agent: Tonya Giddens (321-277-3291)
1025 BUCKSAW PL, LONGWOOD, FL 32750
$419,00080 Days on yellowkey MLS ID: O6393492
4 Days Off yellowkey (back on 4/25/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2289 Built: 1988Monthly Fee: $37 Tax: $6,834 (2024)Community: Hidden Oak EstatesSingle Family
Taxes:$6,834
Elementary School: Longwood Elementary
Middle School: Greenwood Lakes Middle
Remarks: Short Sale. Short Sale – Opportunity awaits! This home has been winterized and is ready for your vision. Property is being sold as-is and does not include appliances. The roof is approximately 8 years old. Located in a desirable community featuring a scenic pond, perfect for relaxing walks and enjoying the surroundings. Conveniently situated just minutes from Publix supermarket, pharmacy, and everyday essentials. Great potential for investors or buyers looking to customize a home to their taste. Don’t miss this chance to own in a well-located neighborhood!
127 SPRINGWOOD CIR #D, LONGWOOD, FL 32750
$120,00086 Days on yellowkey MLS ID: NS1087680
Bed: 1 Bath: 1.0 Liv Area Sq Ft: 666 Built: 1973Monthly Fee: $370 Tax: $927 (2025)Community: Springwood VillageCondo
Taxes:$927
Remarks: Short Sale. Move-in ready and thoughtfully updated! Inside, you’ll find newer laminate flooring throughout, granite counter tops, and stainless steel appliances that create a clean, modern feel. Step out onto your private balcony- ideal for morning coffee or unwinding at the end of the day. A brand new [2026] hot water heater adds additional value and peace of mind. The community offers a full suite of amenities including two pools, a clubhouse, fitness center, tennis courts, and even a car wash area! Ideally situated near I-4, making commuting a breeze. Spend your weekends exploring nearby parks, local hot spots, and everything Central Florida has to offer! Whether you’re looking for a full-time residence or a solid investment opportunity, this one checks all the boxes. Schedule your tour today.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PR (386-427-2622)
Listing Agent: Michael Beck (904-237-2244)
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