Homes for Sale Near South Seminole Middle in Casselberry - 37 homes

Remarks: Special incentive available for cash buyers with a quick closing—ask for details! Beautifully maintained and thoughtfully updated 2-bedroom, 2-bath first-floor condo in the Oxford Square community of Casselberry. This move-in-ready unit features a highly functional layout with both bedrooms offering en-suite bathrooms, creating two private suites—ideal for roommates, guests, or flexible living arrangements. This unit also features convenient IN-UNIT LAUNDRY. The interior has been extensively updated with quartz countertops, washed-oak luxury flooring, updated carpet, refreshed bathroom cabinetry, and modern light and plumbing fixtures throughout. Both toilets have been replaced, and the home has been meticulously cared for. Enjoy a private porch, comfortable living space, and added peace of mind with a SimpliSafe security system. A major exterior upgrade includes a brand-new roof installed by the association in late 2025, contributing to long-term value and reduced maintenance concerns. With a low-maintenance lifestyle, functional layout, and versatility for different living needs, this property is well-suited for both personal use and long-term ownership goals.

Listing is courtesy of: SHAWFIELD REALTY GROUP (407-963-7749)

Listing Agent: Carrie Sue Shawfield (407-963-7749)

Remarks: Your Private Waterfront Oasis Awaits! Discover this charming waterfront retreat, perfectly situated on nearly an acre with stunning lake views... Enjoy breathtaking sunsets over the water from your screened-in porch, deck, or relax inside with views of the lake from your kitchen and living room through sliding glass doors. Set in a NO HOA community along a 5-lake chain, this home is a paradise for nature lovers and active lifestyles. Secret Lake Park, the Casselberry Recreation Center, and the Golf Club are just minutes away, offering endless options for outdoor fun and fitness. The expansive backyard is high and dry with mature trees, providing plenty of space to build a pool, bonfire area, or store your RV, boat, kayak, or other water toys. The oversized garage comfortably fits two cars and includes a workshop—perfect for storage, a hobby space, or antique car enthusiasts. Recent upgrades include a NEW ROOF (2024) and AC (2022), giving peace of mind and modern comfort. With a little TLC and your personal vision, this home has incredible potential to become your dream waterfront oasis. Don’t miss this rare opportunity to live in peace, privacy, and paradise, all just minutes from the city!

Listing is courtesy of: EXIT REALTY PREMIER LEGACY (407-801-8219)

Listing Agent: Alena Rivera (407-801-8219)

Remarks: One or more photo(s) has been virtually staged. Short Sale. Short Sale – Stunning Turn-Key Home in Desirable Seminole County Don’t miss this incredible opportunity to own a beautifully maintained 4-bedroom, 3.5-bath home built in 2013, offering 2,148 heated square feet and 2,768 total square feet of thoughtfully designed living space. From the moment you enter, you’ll appreciate the open and inviting layout complemented by elegant tile flooring throughout the main living areas. The spacious primary suite is a true retreat, featuring a custom-built closet designed for both style and functionality. The two-story floor plan provides 940 square feet on the first level and 1,208 square feet upstairs, creating a seamless flow with ample room for everyday living and entertaining. Enjoy outdoor relaxation on the finished/open porch, plus the convenience of a 400 sq ft attached garage. Situated on a 5,724 sq ft lot in highly sought-after Seminole County, this home offers comfort, quality, and location all in one. Short sale – lender approval required. A rare chance to secure exceptional value in a prime area.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Fina Perez (407-780-6680)

Remarks: One or more photo(s) has been virtually staged. NEW LOWER PRICE and Motivated Seller will consider OWNER FINANCING/LEASE PURCHASE with acceptable offer AND NEGOTIABLE TERMS! Discover an exceptional opportunity to own a newly renovated 2-bedroom, 2.5-bath townhome-style condo offering direct access to a large freshwater canal that leads to the private, 400-acre Lake Howell. Renovated and move-in ready, this spacious two-story residence features its own private entrance and a long list of recent improvements. Step inside to fresh interior paint and BRAND NEW LUXURY VINYL PLANK FLOORING (2025) throughout the living and dining areas. Additional updates include NEW STAINLESS STEEL RANGE, MICROWAVE AND REFRIGERATOR (April 2026), 2024 HVAC AND WATER HEATER, 2019 WINDOWS AND SLIDING DOORS, and a 2017 ROOF providing peace of mind for years to come. Brand-new neutral carpet carries you up the stairs and through the second floor, complementing any style décor. The generous primary suite offers double closets and an en-suite bath with a tiled shower. The second bedroom overlooks the front of the condo and sits adjacent to a full bath with a tiled tub/shower. Enjoy serene water views from the shared second-floor balcony off the primary suite, or unwind in your ground level private, fenced patio with low-maintenance pavers and gate access to the canal—ideal for fishing, birdwatching, or simply relaxing outdoors. The kitchen features bright white cabinetry and a new dishwasher, while the convenient in-unit laundry closet includes a stackable washer and dryer. Additional community laundry facilities are also available. Lake Howell Arms is a true hidden gem for boaters and lake lovers. Residents enjoy access to a private community boat ramp for motorized boating on Lake Howell, a sparkling waterfront pool, and a clubhouse with full kitchen—available for private events. Boat-trailer parking and boat slip rental is offered on-site for an additional fee, based on availability. Conveniently located with quick access to a wide variety of shopping and dining, plus easy commuting to Full Sail University, UCF, Rollins College, and Valencia College. This is low maintenance, lakeside living in a prime location—come see it now!

Listing is courtesy of: HOMEVEST REALTY (407-897-5400)

Listing Agent: Kim Blaylock (407-497-9321)

Remarks: Under contract-accepting backup offers. Experience the best of Florida lakefront living with stunning water views, your own private boat dock, and no HOA restrictions. Set on a spacious 2/3-acre lot along the shores of 25-acre South Triplet Lake, this property offers the perfect combination of privacy, space, and an unbeatable outdoor lifestyle. This 3-bedroom, 2-bath home features a desirable split floor plan designed for both everyday comfort and easy entertaining. Bright, open living spaces flow seamlessly into a screened indoor/outdoor area, an ideal spot to relax, unwind, and take in peaceful lake views and breathtaking sunsets. The oversized backyard provides endless possibilities, whether you're hosting gatherings, creating a garden oasis, or simply enjoying the serenity of waterfront living. A private boat dock allows for effortless days on the water right from your backyard. Inside, you'll find generously sized bedrooms, walk-in closets, and a versatile air-conditioned screened room complete with a mini-split system (2024). This home has been thoughtfully updated for peace of mind, including a roof (2016), HVAC system (2019), mini-split HVAC in screened room 2024 and water heater (2017). Recent upgrades include fresh interior paint (2025), a brand-new front door and garage door (2025), a new washer (2026), an updated electrical panel, and newer windows that enhance energy efficiency and natural light throughout. Additional features include a spacious shed (2010) for extra storage. Boat Dock built 2014. Whether you're boating, entertaining, or simply enjoying the quiet beauty of the lake, this move-in-ready home offers the perfect blend of comfort, updates, and true waterfront living. Opportunities like this, with a large lot, private dock, and no HOA, are rare and won’t last long. The small pontoon boat can convey with sale.

Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)

Listing Agent: Gale Milgrim (407-443-9832)

Remarks: Under contract-accepting backup offers. Welcome to this beautiful POOL HOME located in the highly desirable DEER RUN community! This spacious 3-bedroom, 2-bath home features a SPLIT FLOOR PLAN, offering both comfort and privacy. The kitchen features GRANITE COUNTERTOPS, a cozy EAT-IN AREA, and flows seamlessly into the adjacent DINING ROOM—perfect for everyday living and entertaining. With great layout and functionality, it’s also a wonderful opportunity to add your own personal style and updates. Both the kitchen and living room boast views of the screened pool and covered patio, creating a true indoor-outdoor lifestyle. The oversized PRIMARY SUITE features a large WALK IN CLOSET and a private EN-SUITE BATH with a STEP IN SHOWER. Conveniently, the primary bath also serves as a POOL BATH with direct access to the pool deck. On the opposite side of the home, you'll find two additional bedrooms with a shared UPDATED HALL BATHROOM which was updated in 2023. Major updates provide peace of mind, including a NEW POOL PUMP (2024), both HVAC systems replaced in 2021, and FULL REPLUMBING completed in 2008. The seller is also replacing the roof prior to closing making this home move-in ready with big-ticket items already handled for buyer's peace of mind. Washer and dryer are included, and the PVC patio furniture can stay if desired—just bring your swimsuit and start enjoying your private backyard oasis! Garage Keypad & remote control convey. Ideally located near shopping, major highways, UCF, Full Sail University, and major employers such as Northrop Grumman, Siemens, and Research Parkway, this home offers both convenience and lifestyle.

Listing is courtesy of: RE/MAX SIGNATURE (386-236-0760)

Listing Agent: Kimberly Rockburn Shacoski (407-780-0855)

Remarks: Under contract-accepting backup offers. Welcome home to this charming 3-bedroom, 2-bath Florida bungalow—perfect for FIRST-TIME home buyers or those looking to downsize! This well-maintained home offers a functional layout, spacious indoor and outdoor living, and plenty of inviting features throughout. As you enter, you’re welcomed into a bright living area that flows seamlessly into the dining space and kitchen, where ample counter space makes everyday living and entertaining easy. Luxury vinyl plank flooring throughout the main living areas adds a stylish, modern touch you are sure to love. The newly renovated primary suite is a true retreat, featuring an updated vanity, walk-in rain shower, and custom sliding door entry. The secondary bathroom, conveniently located off the main hallway across from the second bedroom, has also been updated with a new vanity and a tub/shower combination. A dedicated laundry room just off the kitchen adds everyday practicality. You are sure to appreciate the enclosed Florida room along the back of the home, complete with its own separate A/C unit and panoramic views of the backyard—creating the perfect year-round space to relax, unwind, or entertain. Step outside to enjoy the private, fully fenced backyard, ideal for pets, play, or gatherings with family and friends. Just steps away from local parks with expansive green spaces, a dog park, and playgrounds. This home offers convenience to near by shops, transportation, restaurants and so much more !!!! Don’t miss your chance to own this move-in-ready home in a great location !!!!

Listing is courtesy of: THE REAL ESTATE COLLECTION LLC (407-656-7814)

Listing Agent: Kimberly Beach Byerly (407-516-7780)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Ideally positioned in a well-established Casselberry neighborhood, this three-bedroom, two-bath residence offers a thoughtful balance of comfort and functionality. On a quiet residential street, the home features 1,500-plus square feet of living space, a two-car garage, a covered front entry, and an expansive screened rear porch designed for everyday living and relaxed outdoor enjoyment. Inside, the home presents cleanly with a light, refreshed feel throughout. Recent improvements include new interior plus exterior lighting and ceiling fans, fresh paint and new flooring in the bedrooms. The kitchen has been enhanced with new appliances and countertops, offering a functional and inviting space while leaving room for future personalization. The second bath features a new vanity, while the primary suite includes a spacious shower and a well-proportioned layout ready for customization. Beyond the interiors, several major system upgrades provide meaningful peace of mind, including a full electrical rewire and panel upgrade (2026), HVAC system (2025) and architectural shingle roof (2014). Block construction, public utilities, and natural gas service further contribute to the home’s overall durability and efficiency. The community offers a strong lifestyle component with nearby Dew Drop Park, recently revitalized to include new tennis and pickleball courts, a basketball court, playground, covered pavilion and a scenic pond overlook, creating a walkable recreational amenity. Sterling Park further enhances the neighborhood with a clubhouse, pool and kiddie pool, and two additional tennis courts. The future Deer Run Park will introduce an expansive green space with miles of trails, nature areas and open recreation, bringing long-term outdoor appeal and preserved green space to the immediate area. Conveniently near major roadways, shopping and dining, and within regarded Seminole County school district, this home represents an excellent opportunity for a buyer seeking a well-maintained property with solid fundamentals and ability to make it theirs over time.

Listing is courtesy of: PREMIER SOTHEBY'S INTL. REALTY (407-644-3295)

Listing Agent: Drew Henner (407-406-0662)

Remarks: Under contract-accepting backup offers. This Casselberry home has been thoughtfully updated and is truly turn-key! 3 bedrooms, 2.5 bathrooms, over 1800sqft of living space, a loft upstairs, and a screened-in patio overlooking your fully fenced-in backyard with gorgeous oak trees. Legacy Park is a newer neighborhood known for its community atmosphere and amenities, including a beautiful pool. Casselberry is backed by the highly rated Seminole County School District and this home sits directly across the street from The Geneva School. The first floor features upgraded tile throughout, an open floor plan, a half bathroom for guests, and laundry room. The kitchen features a wine cooler, granite counter tops, backsplash, and solid wood cabinetry. The home is equipped with a Nest thermostat, helping maximize energy efficiency and reduce utility costs. Upstairs you'll find the Master Bedroom with tray ceilings, his and hers sinks, and a spacious walk-in closet with upgraded shelving. There are two additional bedrooms- one with a charming accent wall, the other a clean canvas. The two bedrooms share a full-bathroom. The loft area is flexible and could make for a great office or play space. You’ll be just minutes from the desirable Winter Springs, Casselberry’s well loved Secret Lake Park, and the city's newest addition Wheels Park, a world-class public skate park. No detail has been missed in this home from the floors, the lighting, and bathrooms. Don't miss your opportunity to make this tastefully updated Casselberry home yours!

Listing is courtesy of: REAL BROKER, LLC (855-450-0442)

Listing Agent: Ken Pozek (407-813-2773)

Remarks: Under contract-accepting backup offers. Price improvement! Fantastic golf-front home. Beautiful 3-bedroom, 2-bath home in the heart of Casselberry offering private pool living with scenic golf course views. This inviting property combines comfort, privacy, and the best of Florida’s indoor-outdoor lifestyle. The backyard overlooks the 6th hole fairway of Casselberry Golf Club, providing a peaceful and picturesque setting while the fully fenced yard offers plenty of space for pets, entertaining, gardening, or simply relaxing in your own private outdoor oasis. Step inside to a bright and functional layout designed for everyday living. Ceiling fans are installed in every room for added comfort. The spacious primary bedroom features French doors that open directly to the pool area, creating a seamless indoor-outdoor retreat overlooking the fairway. Major updates include a new irrigation system, new hot water heater, fresh exterior paint, and a brand-new roof to be installed prior to closing, offering added peace of mind and great curb appeal. With NO HOA, you’ll enjoy the freedom to personalize and use your property without additional restrictions or fees. Conveniently located near shopping, dining, parks, and major roadways, this home offers both privacy and accessibility. Opportunities like this—pool home, golf course views, and no HOA—are rare. Don’t miss your chance to make this special property your own and experience Florida living at its finest.

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Jean Scott (407-759-5320)

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 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)

Remarks: Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Great Opportunity, Great Location! Looking for a quiet, peaceful neighborhood with plenty of space to relax, this may be your next home! Located in Casselberry, this Wil O’ Wik home offers a large 80X125 lot with room for a pool in the rear yard. No Rear Neighbors, this home backs up to Gee Creek and a wooded tree line for extra privacy! The home features 3 bedrooms in a split design with vaulted ceilings throughout. L-Shape Living/Dining rooms, spacious kitchen featuring a breakfast bar, breakfast nook, lots of countertop and cabinet space, flowing into the family room, great for entertaining. The primary suite features vaulted ceilings, en-suite bath with DUAL WALK-IN-Closets. The guest rooms are split from the primary suite with a guest bath close by. The family room/kitchen area are light and bright due to the dual sliding glass doors which spill onto the over-sized rear screened porch and rear yard. New water heater installed February, 2026. The rear yard is extremely large with room for a pool and is extremely private as it backs up to Gee Creek and a treeline. Roof is 18 years old, Cash or Conventional financing only.

Listing is courtesy of: RE/MAX TOWN & COUNTRY REALTY (407-695-2066)

Listing Agent: Chris Brown (407-327-6997)

Remarks: Get in on the Ground Floor of this 2-bedroom 1 bath unit. 885 square feet interior plus a rear screened porch for a total of 990 sq. ft. View from the back porch overlooks one of the two courtyards at Ashwood Condominiums. Unit has a new air conditioning unit, laminate flooring and tile in the bathroom. Unit contains a washer/dryer unit. This lovely unit can use a little TLC and a new owner. The community is very lovely and has two courtyards and lots of sidewalks for walking and exercise. The sparkling swimming pool invites you in for relaxation. A community laundry room is also located in the community. This property has public transportation almost at your front door. The community is near to shopping, restaurants and entertainment. Call today to schedule your showing of this great location property.

Listing is courtesy of: HOME WISE REALTY GROUP, INC. (407-712-2000)

Listing Agent: Marie Anderson (407-780-9581)

Remarks: Under contract-accepting backup offers. Welcome to the beautiful fully renovated townhome in The Village at Deer Run—quiet and convenient, centrally located to everything yet peaceful. This charming 2-story townhouse features 3 bedrooms, 2.5 baths, plus a family/sun room. This place is perfect for a starter home, downsizing, or investment. Full updates elevate this home: brand-new luxury vinyl flooring throughout the first and second floor, new 42 inch oak shaker cabinets, white quartz countertops, new stainless steal appliances, fresh updated bathrooms, and freshly painted interiors that brighten every room. You’ll appreciate the open-concept layout—living, dining, and kitchen flow seamlessly for modern living. Vaulted ceilings add volume and light, and step down into a family room where you can enjoy stunning water views every morning or evening. Each bedroom offers comfort with ample natural light. There’s plenty of storage with a walk-in closet in the primary bedroom, and high ceilings giving a more spacious feel. HOA is $337/month, covering community amenities like the pool, recreation areas, common grounds, etc. Ideal for those who want the convenience of being close to shopping, dining, major roads and coming home to a retreat. Don’t miss this opportunity, this one is move-in ready, beautifully renovated, and ready for you. Call today to schedule your showing!

Listing is courtesy of: LPT REALTY, LLC (877-366-2213)

Listing Agent: Carolina Ceja (305-923-1764)

Remarks: Charming 2-bedroom, 1-bath home located in an established Casselberry neighborhood with convenient access to shopping, dining, and major roadways. The home is in average condition and offers a functional layout with comfortable living space. A standout feature is the very large backyard, providing ample room for outdoor entertaining, gardening, pets, or future expansion. Ideal for first-time buyers, downsizers, or investors seeking a solid rental opportunity in a desirable area. No HOA.

Listing is courtesy of: WESTIN REALTY GROUP (407-782-7799)

Listing Agent: Michael Mullvain (407-782-7799)

Remarks: WOW what a fabulous one-story, one-bedroom, one-bathroom condo!! GORGEOUS, UPDATED, and ready for its new owners. Laminate wood flooring throughout, Shiplap accent wall, UPDATED electrical, NEWER windows. The kitchen features UPDATED cabinets and hardware, GRANITE countertops, TILE backsplash, a NEW dishwasher and a walk in pantry. The bathroom has a skylight for natural light with an UPDATED vanity. INSIDE washer and dryer. HVAC is from 2022, water heater 2017 and roof is maintained by the HOA. LOW monthly HOA dues cover community pools, tennis courts, clubhouse, water, sewer and trash. Along with maintenance on the grounds and exterior. Bring your swimsuit and tennis racket as this home is move in ready!! Shopping, restaurants are within 5 minutes. Schedule your appointment today before this one is gone!

Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)

Listing Agent: Heather Pryor (321-303-5393)

Remarks: *NEW CONSTRUCTION* - Welcome to the CARLISLE FLOOR PLAN, a *4 BED / 2 FULL BATH / 1 HALF BATH* Single Family Home located in the sought after community GREENVILLE COMMONS, in Casselberry - FL, served by Seminole County great schools. THIS HOME is part of the 2nd and final phase of the community development. Greenville Commons consists of a total of 41 single family homes and it's on its last phase to completion. Filled with natural light, the CARLISLE FLOOR PLAN offers over 2,300 heated SqFt of ample spaces in an open and modern design, tile floorings throughout all living spaces on MAIN LEVEL is a pre-selected UPGRADE, already included on listing price. The KITCHEN will feature QUARTZ COUNTERTOPS, 42" UPPER CABINETRY, APPLIANCES such as refrigerator, microwave, dishwasher and range, dual sink island and backsplash. The Kitchen is adjacent to the DINNING AREA and flows into the family/gathering room, with sliding doors to the covered oversized LANAI. Going up to the second floor, the OWNER'S SUITE features 2 spacious walk-in closets, dual vanity and stand-up shower with enclosure. BEDROOMS 2, 3 and 4 share BATHROOM 2, featuring dual vanity, quartz countertops and bath tub. Laundry is conveniently located on the second floor. The community is located almost across from The Geneva School, a prime location in Casselberry, within minutes from DOWNTOWN ORLANDO and all major roads, highways, shoppings, restaurants and entertainment. The community offers a playground, dog park and pond view.

Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)

Listing Agent: Emidio Dias Carvalho Neto, Llc (407-341-6611)