Location: Casselberry
Do Not Show Listings
1475 BARKING DEER CV, CASSELBERRY, FL 32707
$330,0001 Day on yellowkey MLS ID: O6409591
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1664 Built: 2006Monthly Fee: $273 Tax: $3,472 (2025)Community: Villas At Deer RunSpa: NoTownhouse
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$3,472
Elementary School: Sterling Park Elementary
High School: Lake Howell High
Tax Year: 2025
Middle School: South Seminole Middle
Remarks: Welcome home to this charming 3-bedroom, 2.5-bath townhome nestled in the desirable Villas at Deer Run! Featuring a bright and open floor plan, this beautifully maintained residence offers comfortable living with thoughtful updates throughout. The spacious kitchen overlooks the family and dining areas, creating the perfect flow for everyday living and entertaining. Just off the main living space, enjoy relaxing mornings or peaceful evenings on the screened patio overlooking a serene, wooded view. Upstairs, the generous primary suite provides a private retreat complete with its own screened balcony, perfect for unwinding after a long day! Two additional bedrooms, a convenient second-floor laundry room, and abundant natural light make this home both functional and inviting. Recent updates include fresh interior paint and elegant plantation shutters that add warmth and style throughout the home. Ideally located near the Deer Run Golf Course, shopping, dining, schools, and major roadways, this move-in ready townhome combines convenience, comfort, and low-maintenance living. Don’t miss your opportunity to call 1475 Barking Deer Cove home!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Jean Scott (407-759-5320)
4004 CROSSROADS PL, CASSELBERRY, FL 32707
$233,00042 Days on yellowkey MLS ID: O6399691
REDUCED by $2,000 (0.9%) on 05/27/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1260 Built: 1984Monthly Fee: $337 Tax: $449 (2025)Community: Deer Run Unit 14ATownhouse
Taxes:$449
Elementary School: None
High School: None
Middle School: None
Remarks: Discover this beautifully maintained 2-bedroom, 2-bath Townhouse with a spacious loft, perfectly located at 4004 Crosswords Place in Casselberry, Florida. This inviting property features an updated kitchen and stunning brand-new luxury vinyl flooring throughout, offering a modern and move-in-ready feel. Nestled in a quiet, established neighborhood, residents enjoy access to fantastic community amenities including a swimming pool, tennis courts, and relaxing outdoor patio area—perfect for both everyday living and entertaining or just relaxing. Conveniently located near medical facilities, shopping and the Orlando International airport. this home combines comfort, convenience, and lifestyle in one ideal package. Whether you are a first homebuyer or just looking to retire and enjoy a great neighborhood. Don’t miss your opportunity to call this home—schedule your showing today!
Listing is courtesy of: PANOPTIC REALTY (407-951-8376)
Listing Agent: Joseph Danni (321-297-0204)
1934 FENWICK WAY, CASSELBERRY, FL 32707
$305,000256 Days on yellowkey MLS ID: S5134531
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1333 Built: 2005Monthly Fee: $198 Tax: $2,772 (2024)Community: Devon Place TwnhmsTownhouse
Taxes:$2,772
Elementary School: English Estates Elementary
Tax Year: 2024
Remarks: OWNER MOTIVATED! COME TO SEE IT NOW !!! Step into this immaculate 2-story townhome, perfectly maintained and in the best possible condition. Located in a desirable, friendly neighborhood, this home offers both comfort and convenience. With spacious living areas, modern finishes, and a well-thought-out layout, it’s move-in ready for its next owner. Enjoy the peace of mind that comes with a property that has been cared for to perfection—all while being close to schools, shopping, dining, and major routes. Don’t miss the opportunity to own this gem in one of the most sought-after areas! CALL NOW !!! EASY TO SHOW !!
Listing is courtesy of: GOLDEN KEY HOMES REALTY INC (407-785-1407)
Listing Agent: Ismenia Cam (407-353-7469)
195 PINE KNOLL CT, CASSELBERRY, FL 32707
$279,0001 Day on yellowkey MLS ID: O6411682
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1124 Built: 1985Monthly Fee: $64 Tax: $1,320 (2024)Community: Concord Woods Village Sec 2Townhouse
Taxes:$1,320
Elementary School: Casselberry Elementary
High School: Lyman High
Remarks: Welcome to the lovely community of Concord Woods Village in Casselberry Fl. This 2 bed 2 bath home has had a makeover including new roof, drywall ceilings and walls have been refinished and retextured. New water heater, electrical panel, disposal,plumbing repipe, dishwasher,stove,refrigerator,microwave, ceiling fans and light fixtures,also the A/C system has been replaced including the refrigerant lines. The community features swimming pool, playground area and tennis court. This home is conveniently located just 1 block from 17/92 in Casselberry FL.Lake Concord is across the street. City Hall is a couple of blocks away, restaurants and shopping places are minutes away.
Listing is courtesy of: FLORIDA HOME TEAM REALTY LLC (407-774-8100)
Listing Agent: Pat Long (407-406-6733)
1828 GRAND RUE DR, CASSELBERRY, FL 32707
$380,00030 Days on yellowkey MLS ID: O6403365
0 Days Off yellowkey (back on 5/28/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2210 Built: 2008Monthly Fee: $203 Tax: $6,143 (2025)Community: Legacy Park Residential Townhome A RepTownhouse
Taxes:$6,143
High School: Winter Springs High
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 4-bedroom, 3.5-bath townhome in the desirable Legacy Park community of Casselberry, offering over 2,200 SQUARE FEET of thoughtfully designed living space—an incredible value for the size and location. From the moment you arrive, the home impresses with its CHARMING CURB APPEAL, manicured landscaping, and a brick paver walkway that leads to the inviting front entrance. Inside, you’ll find LUXURY VINYL PLANK FLOORING throughout all three levels, creating a cohesive and modern feel. The first floor features a private bedroom with its own EN SUITE BATH, making it ideal for guests, a home office, or a COMFORTABLE IN-LAW SUITE. Upstairs on the second level, the main living space is BRIGHT, OPEN, and perfect for both everyday living and entertaining. The Living Room, Dining area, and Kitchen flow seamlessly together, enhanced by ABUNDANT NATURAL LIGHT. The Kitchen is well-appointed with 42” cabinetry, STONE COUNTERTOPS, stainless steel appliances, a tile backsplash, a pantry closet, and a breakfast bar, along with a PASS-THROUGH to the Dining Room for added convenience. From the Dining area, step out through a glass-paneled door that opens to a PRIVATE BALCONY, offering a lovely spot to enjoy fresh air and quiet moments. The third floor is dedicated to restful retreats, including the SPACIOUS Primary Suite with a large walk-in closet and an EN SUITE BATH featuring dual sinks, stone countertops, and a garden tub/shower combination. Two additional bedrooms, a full bath, and a convenient LAUNDRY CLOSET complete the upper level. Additional highlights include a 2-car rear-entry garage, a NEWER ROOF (4 years old), and recent HOA-COMPLETED BUILDING REPAIRS, offering peace of mind and long-term value. Residents of Legacy Park enjoy access to COMMUNITY AMENITIES including a sparkling pool and playground, all within a WELL-MAINTAINED NEIGHBORHOOD. Ideally located in Casselberry, this home offers CONVENIENT ACCESS to shopping, dining, and outdoor recreation. Enjoy NEARBY DESTINATIONS like Secret Lake Park and Lake Concord Park, or explore the shops and restaurants of WINTER PARK. With easy access to major roadways and a short drive to Orlando, commuting and entertainment are always within reach. Its GENEROUS LIVING SPACE, modern updates, and PRIME LOCATION make this Legacy Park townhome the perfect blend of space, style, and LOW-MAINTENANCE LIVING. Make this one yours before its gone!
Listing is courtesy of: WEMERT GROUP REALTY LLC (407-743-8356)
Listing Agent: Jenny Wemert (407-809-1193)
2941 LOWELL CT, CASSELBERRY, FL 32707
$294,90023 Days on yellowkey MLS ID: O6405014
INCREASED by $5,000 (1.7%) on 05/28/2026
Bed: 3 Bath: 2.5 Liv Area Sq Ft: 1344 Built: 1985Monthly Fee: $142 Tax: $2,517 (2025)Community: Summerhill Ph 1Townhouse
Taxes:$2,517
Remarks: Nestled in the beautifully landscaped Summerhill community, this three-bedroom, two-and-a-half-bath home blends modern comfort with convenience. The first floor boasts an open layout with stunning ceramic floors in the main living are and a modern kitchen featuring shaker-style cabinetry, granite countertops, a center island, stainless steel appliances, and an in-kitchen washer and dryer. Upstairs, you’ll find three spacious bedrooms and two full baths, including a large walk-in shower. Relax in the screened lanai overlooking a maintenance-free backyard. With a low-maintenance HOA, this home is conveniently located near Red Bug Lake Road and 436, major highways, shopping, dining, and top-rated schools—an ideal place to call home.
Listing is courtesy of: WATSON REALTY CORP (407-323-3200)
Listing Agent: Russie Weidl (407-721-8822)
141 SPRING WIND WAY, CASSELBERRY, FL 32707
$265,00016 Days on yellowkey MLS ID: O6407561
REDUCED by $5,000 (1.9%) on 05/28/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1136 Built: 1979Monthly Fee: $114 Tax: $1,123 (2024)Community: Sterling Park Unit 24Townhouse
Taxes:$1,123
Remarks: One or more photo(s) has been virtually staged. **MOTIVATED SELLER**Welcome to the desirable Pinetree Village section of Deer Run, where comfort, convenience, and sunny Central Florida living all come together beautifully. This 2 bedroom, 2 bathroom townhome has the kind of feel buyers love the moment they walk in — bright, welcoming, and easy to imagine as home. Inside, the high ceilings help create an open and airy feel, while the natural light brings warmth into the main living space. The beautiful rock gas fireplace adds the perfect touch of character and creates a cozy focal point for relaxing evenings at home. The kitchen offers a great layout with a breakfast bar, making it perfect for casual meals, morning coffee, or chatting while dinner is being made. Step outside to your private patio — a sweet little spot to sip your coffee, unwind after a long day, add cozy seating, or enjoy a quiet evening under the Florida sky. You’ll also love the everyday conveniences this home offers, including inside laundry, a covered carport, and an attached one-car garage with extra storage space. Pinetree Village is a well-maintained community with amenities that make it easy to enjoy where you live, including a community pool, pickleball courts, basketball courts, and two miles of sidewalk trails right outside your door. You can even walk to Sterling Park Elementary School. The location is another big win — close to shopping, restaurants, Winter Park, and State Road 417, making commuting and weekend plans simple. Comfortable, inviting, and full of charm — this townhome is ready to welcome its next owner home.
Listing is courtesy of: EPIQUE REALTY, INC. (888-893-3537)
Listing Agent: Frank Hopkins, Jr (305-775-8750)
240 SPRING WIND WAY, CASSELBERRY, FL 32707
$279,00021 Days on yellowkey MLS ID: O6402835
5 Days Off yellowkey (back on 5/26/2026)
Bed: 3 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1451 Built: 1979Monthly Fee: $114 Tax: $1,054 (2025)Community: Sterling Park Unit 24Townhouse
Taxes:$1,054
Remarks: Under contract-accepting backup offers. There’s something special about a home that just feels right the moment you walk in. Located in the desirable Pinetree Village section of Deer Run, this 3 bedroom, 2 bathroom home offers comfortable living with soaring 18-foot ceilings and a warm, welcoming layout that makes the space feel open and inviting. Natural light fills the main living area, while thoughtful improvements throughout give the home a fresh, well-cared-for feel. Two private patios give you extra space to enjoy your morning coffee, unwind in the evenings, add container gardens, or create cozy outdoor seating areas for relaxing and entertaining. The kitchen features upgraded cabinets and countertops, along with recent interior paint, knockdown ceiling texture, and brand new tile in the bathrooms. You’ll appreciate the convenience of inside laundry, a covered carport, and an attached one-car garage with extra room for storage. Set in a lovely, well-maintained community with a pool, pickleball courts, and basketball courts, this neighborhood is made for enjoying the Florida lifestyle. Two miles of sidewalk trails are right outside your door, and you can even walk to Sterling Park Elementary School. The location couldn’t be more convenient — close to plenty of shopping and restaurants, just minutes from Winter Park, and with easy access to State Road 417 for an easy commute. Comfortable, inviting, and easy to love — this is the kind of home that simply fits your life.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Karen Ripperger (407-765-8105)
2900 WAREHAM CT, CASSELBERRY, FL 32707
$289,00015 Days on yellowkey MLS ID: O6407827
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1350 Built: 1986Monthly Fee: $149 Tax: $1,072 (2024)Community: Summerhill Ph 2Townhouse
Taxes:$1,072
Remarks: Welcome home to this beautifully updated and maintained townhome tucked away on peaceful Wareham Court in desirable Casselberry. From the moment you step inside, it’s clear this home has been lovingly cared for and thoughtfully updated. The heart of the home is the bright, inviting HUGE kitchen. There's tons of counter space and cabinets surrounding an island. The space also features charming skylights that bathe the space in natural light—truly super cute and perfect for everyday living or entertaining. The kitchen and bathrooms were tastefully updated, including all flooring, custom blinds, sinks, and toilets, giving the interior a clean, modern feel throughout. Double-paned windows and sliding doors enhance comfort and efficiency while filling the home with light. Major systems have also been addressed for peace of mind, including a new roof in 2020, air conditioning replaced in 2019, and a brand-new water heater in 2024. Immaculate inside, this home shows true pride of ownership at every turn. So much storage in this unit - closets galore! Quiet screened patio in back perfect for enjoying outdoors and the natural wooded view behind. It's like your own privacy in the city. Whether you’re relaxing at home or enjoying the surrounding community, this move-in ready townhome offers comfort, style, and confidence in one exceptional package.
Listing is courtesy of: OLDE TOWN BROKERS INC (407-425-5069)
Listing Agent: Derek Premo (646-705-4882)
1801 GRAND RUE DR, CASSELBERRY, FL 32707
$349,90014 Days on yellowkey MLS ID: O6407878
REDUCED by $19,100 (5.2%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1620 Built: 2011Monthly Fee: $295 Tax: $5,215 (2025)Community: Legacy Park Residential Townhome A RepTownhouse
Taxes:$5,215
Remarks: Welcome home to this beautifully maintained 3-bedroom, 2.5-bathroom townhome located in the desirable Legacy Park community! From the moment you step through the front door, you’ll appreciate the warm and inviting layout designed to make you feel right at home. The first floor features a spacious living area that flows seamlessly into the kitchen, complete with a breakfast bar perfect for bar stools and gathering with family and friends. The kitchen offers granite countertops, stainless steel appliances, dark wood cabinetry, a pantry, and direct access to the spacious 2-car garage. Upstairs, you’re welcomed by a versatile landing area ideal for a cozy reading nook or small flex space, leading into the thoughtfully designed split floor plan. The spacious primary suite features a walk-in closet and a private ensuite bathroom with a soaking tub, separate stand-up shower, and double sink vanity. Across the landing, you’ll find two generously sized guest bedrooms along with a full guest bathroom. The rear-entry 2-car garage provides plenty of parking, while additional designated guest parking is conveniently located nearby. Residents of Legacy Park enjoy access to community amenities including a pool, playground, walking trail, and scenic lake just minutes from your front door. Ideally situated with easy access to major highways, shopping, dining, and top-rated Seminole County Public Schools, this home offers both comfort and convenience. Schedule your private showing today!
Listing is courtesy of: MARKET CONNECT REALTY LLC (407-250-4708)
Listing Agent: Ayoub Seffari (407-497-4015)
177 HILL ST, CASSELBERRY, FL 32707
$210,000106 Days on yellowkey MLS ID: O6382311
REDUCED by $10,000 (4.5%) on 05/22/2026
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 819 Built: 1984Monthly Fee: $264 Tax: $3,491 (2025)Community: Southport CondoSpa: NoTownhouse
Taxes:$3,491
Remarks: Welcome to this inviting townhouse-style condominium offering comfort, privacy, and low-maintenance living in a convenient Casselberry location. This 2-bedroom, 1-bath home backs onto a peaceful greenway and features a private screened patio, creating a relaxing outdoor retreat with natural views. A/C SYSTEM IS 2 YEARS OLD, WATER HEATER IS BRAND NEW. Inside, the home offers a combined living and dining area that feels open and welcoming, enhanced by a wood-burning fireplace that adds warmth and character. A convenient pass-through to the kitchen makes the layout ideal for everyday living and casual entertaining. Natural light fills the space, creating a bright and comfortable atmosphere throughout. Both bedrooms are well-sized and provide flexible options for primary living, guests, or a home office. The private screened patio extends the living space outdoors and offers direct views of the surrounding greenway, providing added privacy and a tranquil setting. A private one-car garage offers secure parking and additional storage, while the association maintains the exterior of the property, allowing for a low-maintenance lifestyle. Residents enjoy the benefits of community living while maintaining a sense of privacy and independence. Ideally located in Southport Condominium community, near shopping, dining, parks, and major roadways, this home offers easy access to everyday conveniences and commuting routes. With its functional layout, fireplace, private outdoor space, and desirable greenway setting, this property presents an excellent opportunity for buyers seeking comfort, convenience, and value in Casselberry.
Listing is courtesy of: MORGAN PROPERTY SOLUTIONS INC (407-982-7097)
Listing Agent: Devinee Overton-Morgan (407-232-1530)
1562 GRAND RUE DR, CASSELBERRY, FL 32707
$354,9008 Days on yellowkey MLS ID: O6409683
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1498 Built: 2022Monthly Fee: $228 Tax: $5,572 (2025)Community: Legacy PlaceTownhouse
Taxes:$5,572
Remarks: Welcome to this like-new 2022 Craftsman-style END-UNIT townhome in the heart of highly desirable Seminole County! This beautifully maintained 3-bedroom, 2.5-bath home offers the perfect blend of modern design, energy efficiency, and low-maintenance living. As an end unit, the home is filled with abundant natural light and offers additional privacy along with extra green space to enjoy—without the upkeep, as HOA lawn maintenance is included. Step inside to a bright open-concept floor plan featuring tile flooring throughout the main level, creating a clean and modern feel. The designer kitchen is a true centerpiece, showcasing white color 42” cabinets, granite countertops, stainless steel appliances, a large prep island with seating, stylish backsplash, and generous pantry storage—perfect for everyday living or entertaining guests. Upstairs, a versatile loft provides the ideal space for a home office, reading nook, media area, or playroom. The spacious primary suite offers a large walk-in closet and a private en-suite bath with dual vanities and a walk-in shower, while the split-bedroom layout adds comfort and privacy for family or guests.Enjoy relaxing on your private patio overlooking peaceful green space, perfect for morning coffee or evening unwinding. Built with energy-efficient features including Low-E windows, LED lighting, efficient appliances, and multi-speed HVAC for year-round comfort and savings. Community amenities include a dog park, playground, walking trails, putting green, yoga lawn, picnic areas, and more. Conveniently located near top-rated Seminole County schools, shopping, dining, SR 417, UCF, parks, and the Cross Seminole Trail—this move-in-ready home truly checks every box! Note: Some of the pictures are showing the virtual staging of the unit and the furnitures and decorative items are not included to the listing
Listing is courtesy of: USCO CAPITAL GROUP (407-666-7686)
Listing Agent: Simon Colak (407-666-7686)
520 GEORGETOWN DR, CASSELBERRY, FL 32707
$209,900162 Days on yellowkey MLS ID: O6364855
REDUCED by $5,000 (2.3%) on 05/01/2026
Bed: 3 Bath: 1.5 Liv Area Sq Ft: 1344 Built: 1970Monthly Fee: $500 Tax: $2,554 (2024)Community: Lake Howell ArmsTownhouse
Taxes:$2,554
Remarks: One or more photo(s) has been virtually staged. Lowest Price-Per-Square-Foot 3BR with Lake Access in Seminole County! Why rent when you can own 1,344 square feet of prime Casselberry real estate for under $210k? This isn't just a townhome; it’s a strategic investment in the Lake Howell lifestyle. The Highlights: Massive Footprint: 3 true bedrooms with over 1,300 sq. ft.—unheard of at this price point. Total Privacy: No upstairs or downstairs neighbors. Outdoor Living: A private, fenced courtyard perfect for pets, grilling, or your own garden oasis. The "Everything" HOA: Your monthly fee covers Water, Pest Control, Maintenance, Security, and exclusive Lake Howell Access. The Opportunity: Secure this property now and build immediate equity. Whether you're a first-time buyer looking for room to grow or an investor seeking a high-demand rental, the math on Georgetown Dr. simply works. STOP SEARCHING & START TOURING. Motivated seller—bring your offers this weekend before it is gone!
Listing is courtesy of: BLAIR REALTY GROUP INC (407-210-3944)
Listing Agent: Reuben Simmonds, Jr (407-782-1067)
161 PINESONG DR, CASSELBERRY, FL 32707
$270,00022 Days on yellowkey MLS ID: O6405987
0 Days Off yellowkey (back on 5/15/2026)
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1136 Built: 1980Monthly Fee: $149 Tax: $2,317 (2024)Community: Sterling Park Unit 24Townhouse
Taxes:$2,317
Remarks: Welcome to this charming 2-bedroom, 2-bath home nestled in the sought-after Deer Run community of Casselberry. This well-maintained property features an open and inviting layout with vaulted ceilings, abundant natural light, and easy-flow living spaces perfect for both relaxing and entertaining. The kitchen offers ample cabinet and counter space with a convenient breakfast bar overlooking the main living area. The spacious primary suite includes a private bath and generous closet space, while the second bedroom is ideal for guests, a home office, or flex space. Step outside to enjoy your own private back porch, the perfect spot for morning coffee or quiet evenings overlooking a peaceful setting. Additional highlights include a private garage, indoor laundry area, and low-maintenance living. Located close to shopping, dining, parks, major roadways, and Seminole County schools, this home offers comfort, convenience, and privacy all in one.
Listing is courtesy of: REGENCY REAL ESTATE LLC (407-469-5021)
Listing Agent: Mikayla Mignacca (407-406-3331)
1557 CLOVERBAY LN, CASSELBERRY, FL 32707
$389,00022 Days on yellowkey MLS ID: O6402128
1 Days Off yellowkey (back on 5/17/2026)
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 2210 Built: 2010Monthly Fee: $289 Tax: $3,358 (2025)Community: Legacy Park Residential A ReplatTownhouse
Taxes:$3,358
Remarks: Under contract-accepting backup offers. Welcome to this meticulously kept three-story townhome located in the desirable Legacy Park community in Casselberry! Offering the perfect blend of space, style, and convenience, this home features a flexible floorplan with a spacious guest suite on the main level — ideal for visitors, a home office, or multigenerational living. Upstairs, you’ll love the open-concept living spaces accented by newer engineered hardwood floors and abundant natural light. The kitchen has been thoughtfully refreshed with appliances replaced in 2024, creating a modern and functional space for everyday living and entertaining. A standout feature is the custom built-in bar area, adding character and the perfect spot to host friends and family. Step outside to the oversized balcony, ideal for enjoying your morning coffee or relaxing in the evenings. This meticulously maintained home also offers valuable updates including a 2022 roof and 2023 A/C for added peace of mind. The spacious two-car garage provides ample parking and storage space. Legacy Park residents enjoy access to wonderful community amenities including a resort-style pool and neighborhood park/playground area. Conveniently located near shopping, dining, Seminole County parks, and major roadways including 17-92 and SR-417, this location makes commuting to Orlando, Winter Park, and surrounding areas a breeze. This move-in ready home truly offers low-maintenance living with all the space and upgrades you’ve been looking for!
Listing is courtesy of: ALL REAL ESTATE & INVESTMENTS (407-917-8206)
Listing Agent: Amy Miller (407-917-8206)
4000 CROSSROADS PL, CASSELBERRY, FL 32707
$229,90022 Days on yellowkey MLS ID: O6406115
1 Days Off yellowkey (back on 5/16/2026)
Bed: 2 Bath: 2.5 Liv Area Sq Ft: 1260 Built: 1985Monthly Fee: $337 Tax: $1,394 (2025)Community: Deer Run Unit 14ATownhouse
Taxes:$1,394
Middle School: Tuskawilla Middle
Remarks: Beautifully updated end-unit 2-bedroom, 2.5-bath, two-story townhome featuring major improvements completed within the past five years. The kitchen showcases stainless steel appliances, stylish cabinetry, and Corian countertops, offering both functionality and modern appeal. The thoughtfully designed layout is perfect for everyday living, relaxing, and entertaining guests. Enjoy the cozy corner fireplace, soaring volume ceilings open to the second floor, and wood-look tile flooring throughout the first-floor living areas and spacious primary bedroom. The first floor also includes an updated half bath for added convenience. Step outside to a spacious covered porch and outdoor deck with the potential to be fenced for additional privacy. The community offers an abundance of amenities, and the community pool is conveniently located just steps from your front door. Upstairs, you’ll find the guest bedroom, a full bathroom, washer and dryer area, and an open loft space that offers flexibility for a home office, media area, or additional living space. The home’s major systems have been well maintained, and the HOA replaced the roof for the entire building between 2021 and 2022, providing added peace of mind for the next owner. This home presents the perfect opportunity to add your personal touch with a fresh coat of paint and make it truly your own.
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Scott Garstka (407-467-3138)
371 PINESONG DR, CASSELBERRY, FL 32707
$314,00072 Days on yellowkey MLS ID: O6391326
REDUCED by $15,000 (4.6%) on 05/11/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1344 Built: 1980Monthly Fee: $114 Tax: $2,191 (2025)Community: Sterling Park Unit 24Townhouse
Taxes:$2,191
Remarks: Welcome to this charming, move-in ready townhome in the highly desirable Pine Tree Village community of Deer Run. Filled with natural light, this bright and inviting home offers a warm, open living space perfect for both everyday living and entertaining. This townhome has no shared walls and lives like a single family home. The kitchen and bathrooms have been beautifully updated with granite countertops, modern cabinetry, and stainless steel appliances. All three bedrooms feature engineered hardwood flooring, and the interior has been freshly painted for a crisp, updated feel throughout. Newer Carrier AC and gutters with leaf guards. Residents enjoy low monthly dues and access to excellent community amenities, including a pool, clubhouse, and pickleball courts. Ideally located just minutes from Publix, Target, SR-436, and SR-417, this home combines comfort, style, and convenience in one exceptional package.
Listing Agent: Brett Winters (352-267-8270)
260 N POST WAY, CASSELBERRY, FL 32707
$274,00055 Days on yellowkey MLS ID: O6396123
0 Days Off yellowkey (back on 5/9/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1002 Built: 1985Monthly Fee: $337 Tax: $776 (2024)Community: Deer Run Unit 14BTownhouse
Taxes:$776
Remarks: Under contract-accepting backup offers. Beautiful end-unit 2BR/2BA townhome in Deer Run (Casselberry). Completely remodeled with high-end finishes, open-concept living, modern kitchen, new baths and flooring, and community pool — move-in ready. Listed at appraised value; appraisal available for review. 4-point inspection, WDO, and wind mitigation reports also provided.
Listing is courtesy of: NEXTDWELL (855-432-1123)
Listing Agent: Austin Cummings (407-242-8891)
308 CORAL BEACH CIR, CASSELBERRY, FL 32707
$279,900121 Days on yellowkey MLS ID: O6377130
1 Days Off yellowkey (back on 5/3/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1565 Built: 2006Monthly Fee: $344 Tax: $3,790 (2024)Community: Antigua BayTownhouse
Taxes:$3,790
Remarks: Under contract-accepting backup offers. Rare affordability! Introducing Antigua Bay, a small desirable community in desirable Casselberry, with easy access to shopping and all major highways tucked between Winter Park and Longwood. This large 3 bedroom 2 1/2 bath townhome offers a 2-car attached garage with remote opener for easy access. Brick paver driveway and decorator paint interior, Carpet replaced last year and all appliances to include a full size washer and dryer conveniently located on the 2nd floor. Double door entry into a large primary suite with a generous walk-in closet and private en-suite bath. Two other large bedrooms share a 2nd bath plus a powder room on the first level. Formal dining room and living room with sliding glass doors to your patio. You'll want to see this before it is gone.
Listing is courtesy of: CLAIRE SCHWARTZ & ASSOCIATES (407-352-5244)
Listing Agent: Claire Schwartz (321-439-6995)
4008 W MARYLAND PL, CASSELBERRY, FL 32707
$239,500170 Days on yellowkey MLS ID: O6366581
REDUCED by $4,500 (1.8%) on 04/26/2026
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 1166 Built: 1985Monthly Fee: $337 Tax: $917 (2024)Community: Deer Run Unit 14BTownhouse
Taxes:$917
Remarks: WATER VIEW FROM HUGE LANAI!!! Welcome to your tranquil oasis, where the serene beauty of a pond meets the comforts of modern living! This charming 2-bedroom, 2-bath townhome features two master suites, one conveniently located on the main floor and another upstairs for added privacy. Imagine sipping your morning coffee on the expansive screened porch, enveloped by lush trees and vibrant bushes, all while enjoying the peaceful sounds of nature. The spacious Great Room boasts stunning views of the pond, and with a triple sliding glass door that seamlessly connects to the porch, entertaining becomes effortless. The generous dining area is perfect for gatherings, providing ample space for a table and hutch as you dine with a picturesque backdrop. The well-equipped kitchen features brand new appliances, under warranty that will transfer upon new ownership, and a cozy breakfast nook ideal for casual meals. Additional perks include an in-unit washer and dryer, a storage closet on the porch. Enjoy resort-style living with access to a refreshing pool, a clubhouse, and resurfaced tennis courts, all without the hassle of yard work. Embrace the best of both worlds, nature's tranquility and city conveniences, all in one perfect package!
Listing Agent: Hank Paxson (689-259-1173)
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