Seminole County

4 Beds ⋅ 3 Baths ⋅ Osprey Lakes Ph 1 SubDv. ⋅ 32766 Zip Code

Welcome home to the beautiful community of Osprey Lakes. This original owner 4 bedroom, 3 FULL bath home is ready fro your personal touch. Oversized, conservation lot and a 3 car garage leave plenty of room for activities. Separate living room, dining room, family room and kitchen with breakfast nook. Split floor plan, oversized primary bedroom with large en-suite and walk in closet. Expansive screened-in patio with modern tile flooring to enjoy conservation views. Large kitchen, interior laundry room with utility sink hook up. Close to shopping, dining, major highways and zoned for A-rated Seminle County schools. This home truly has it all and is ready for new owners to make their own and enjoy for years to come.

467 Osprey Lakes Circle, Chuluota

$3,750,000

4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 32792 Zip Code

Welcome to an extraordinary private lakefront retreat in Winter Park, where expansive grounds, exceptional amenities, and breathtaking Lake Howell views come together in one special property. Set behind a private gated entrance on approximately 4.3 total acres, with roughly half of the property consisting of dry land and the balance extending into Lake Howell, this remarkable estate offers a rare combination of privacy, space, and direct lake access, yet remains just minutes from the charm of Park Avenue, Interlachen Country Club, shopping, dining, and everything Winter Park has to offer. Lake Howell provides a spectacular backdrop for everyday living and entertaining, with opportunities for boating, fishing, watersports, sunset cruises, and unforgettable days on the water. The property features its own private boat ramp, boathouse, and boat dock, making lake life exceptionally convenient. The grounds are designed for both grand entertaining and relaxed family living. A massive detached barn offers an incredible flexible space for private events, parties, gatherings, game nights, or simply creating your own ultimate entertainment venue. Fully air conditioned and featuring high ceilings, the barn provides room for additional vehicles, RVs, boats, recreational equipment, and more. It also includes a private gym and bathroom, making it a versatile addition to the property. For RV enthusiasts, the property also features a full 50 amp RV hookup, providing convenient power access for a recreational vehicle or guests. A separate four-car detached garage with workshop provides substantial storage and workspace. A generator adds another level of convenience and peace of mind. The expansive fenced grounds offer plenty of room for family, pets, recreation, and outdoor activities, including a large playset and a firepit with comfortable seating the perfect setting for cool evenings, roasting marshmallows, sharing stories, and making memories together. The recently updated pool area is designed to feel like your own private resort. Enjoy the covered lanai, outdoor kitchen, pool, and stunning lake views, along with a gas fireplace that creates an inviting atmosphere for evening entertaining. The outdoor kitchen is a chef’s dream, making it easy to host everything from casual family gatherings to unforgettable waterfront celebrations. Inside, the home was thoughtfully renovated in 2016 and offers just over 3,377 square feet under air, with approximately 7,758 total square feet. Beautiful wood flooring, tile, and carpeted bedrooms create a comfortable blend of style and functionality. The Florida room provides the perfect place to relax, take in the lake views, and enjoy the natural beauty surrounding the home. The upgraded kitchen features stainless steel appliances and a Thermador range, while the spacious executive office provides an ideal work-from-home environment or private study. The residence offers four bedrooms and three bathrooms, providing generous accommodations for family and guests. With multiple indoor and outdoor gathering spaces, extraordinary storage, recreational amenities, and direct access to Lake Howell, this property is much more than a home it is a private lifestyle estate. Whether you're looking for a peaceful waterfront sanctuary, a place to entertain on a grand scale, a family compound, or simply a rare piece of Winter Park property with exceptional lake access, this property delivers an unparalleled opportunity.

2622 Lake Howell Lane, Winter Park

$330,000

3 Beds ⋅ 2 Baths ⋅ Lake Kathryn Woods SubDv. ⋅ 32707 Zip Code

Welcome to 550 Diane Circle, in beautiful Lake Kathryn Woods, nestled among the Casselberry Lakes District of Central Florida. This 3 bedroom, 1.5 bath home sits on a 0.22 acre lot that borders one of the nature preservation areas in the community. From the very first steps on the property you will feel the serenity of the natural surroundings. The home’s exterior has been painted recently and impact rated windows have been professionally installed. All of the interior flooring has been updated to tile. Split floor plan with a half bath and walk in closet in the Primary Suite. The east side of the home has 2 bedrooms and a full bath. The kitchen and dining area stay light and bright on the north side of the home with a view of the gorgeous backyard. There is plenty of space here to explore your hobbies and store your gear. This home has a garage and a secure storage shed. Enjoy the privacy of your own fenced in backyard overlooking the preserve. Play space, outdoor patio for grilling, and screened porch make this home perfect for entertaining. Florida friendly landscaping helps increase your enjoyment of time spent at home. The view to the preserve is open and features a thoughtfully placed wrought iron fence at the back line of the property. Wake up to watch the birds come to roost in the comfort of home. Priced well to attract all buyers, this home is in a great location. Virtually worry free in zone X, has a newer roof, impact rated storm windows, updated electric panel, new AC System, tile throughout the interior, large fenced yard, extra parking out front with driveway and a full garage.

550 Diane Circle, Casselberry

$175,000

2 Beds ⋅ 2 Baths ⋅ Hidden Village Condo SubDv. ⋅ 32746 Zip Code

Two-bedroom, two-bath condo in Hidden Village, in the heart of Lake Mary. The main living area opens to a soaring vaulted ceiling with a skylight overhead and a wood-burning brick fireplace as the focal point. Ceramic tile runs through the living, dining, and kitchen areas. The kitchen offers a breakfast bar, pantry, and a full appliance package, and the washer and dryer convey. The primary bedroom sits on the main floor with a private in suite bath. Upstairs you will find an open loft overlooking the living room, a second bedroom with a walk-in closet, and a second full bath with a tiled shower and glass mosaic accent. Brand new carpet in both bedrooms. Hidden Village offers a community pool and racquetball court, and sits minutes from I-4, Lake Emma Road, shopping, dining, Seminole State College, hwy 417, and the Cross Seminole Trail. Buyer and buyer's agent to verify all room measurements, condo fees, and association restrictions.

962 Newcastle Circle Unit 202, Lake Mary

$370,000

3 Beds ⋅ 4 Baths ⋅ Isles Of Oviedo SubDv. ⋅ 32765 Zip Code

Welcome home to this beautifully designed 3-bedroom, 2.5-bath townhome offering the perfect blend of comfort, space, and convenience in the heart of Oviedo. With approximately 1,608 square feet of living space and a two-car garage, this home offers a thoughtfully designed layout ideal for both everyday living and entertaining. Step inside to a bright, inviting interior where the living and dining spaces flow effortlessly together, creating a comfortable setting for everything from quiet evenings at home to gatherings with family and friends. The spacious kitchen serves as the heart of the home, while the well-appointed bedrooms provide plenty of room to unwind and recharge. Enjoy the ease of low-maintenance townhome living without sacrificing the space and functionality you want. The two-car garage provides valuable parking and storage, while the home's location puts you just minutes from Oviedo's shopping, dining, entertainment, UCF, and major roadways for an easy commute throughout Central Florida. Whether you're searching for your first home, your next home, or simply a property that combines convenience with an inviting neighborhood feel, this Oviedo gem is one you'll want to see in person. Schedule your private showing and discover what makes this home such a special opportunity!

1792 Garden Sage Drive, Oviedo

$260,000

2 Beds ⋅ 3 Baths ⋅ Oak Harbour Sec 3 A Condo SubDv. ⋅ 32701 Zip Code

Welcome to Oak Harbour! This spacious 2-BEDROOM, 2.5-BATHROOM END-UNIT CONDO offers approximately 1,350 square feet of comfortable living space in a desirable Altamonte Springs community. Step inside to find a bright, open feel enhanced by VAULTED CEILINGS and attractive TILE FLOORING THROUGHOUT, offering both style and easy maintenance. The end-unit location provides added privacy, while the well-designed floor plan offers plenty of space for everyday living and entertaining. You even have a ONE-CAR GARAGE for sun-free parking. Oak Harbour residents enjoy access to LAKE ORIENTA, including a COMMUNITY BOAT RAMP, making it easy to take advantage of lakefront living and days on the water. You'll also enjoy access to the community fitness center, clubhouse, and exterior amenities. Conveniently located near shopping, dining, entertainment, and major roadways, this home combines a peaceful community setting with easy access to everything Altamonte Springs and Central Florida have to offer. Whether you're looking for a primary residence or a low-maintenance Florida retreat, this Oak Harbour condo is ready to welcome you home! **Leases are welcome in this community so could be a perfect rental for you!**

604 Chestnut Oak Circle Unit 102, Altamonte Springs

$650,000

4 Beds ⋅ 2 Baths ⋅ Live Oak Reserve Unit One SubDv. ⋅ 32766 Zip Code

Welcome home to this meticulously maintained home nestled in the sought-after Live Oak Reserve community of Oviedo. Beautifully situated on a professionally landscaped lot, this home offers the rare combination of privacy and tranquil views. You will love the private location with no rear neighbors and a gorgeous wooded backdrop. A pavered driveway provides an inviting entrance, leading to a two-car garage plus a separate one-car garage, each with its own entrance—offering exceptional flexibility for vehicles, storage, hobbies, or a private workspace. Inside, the volume ceilings invite you into an open floor-plan that flows seamlessly into spacious living areas designed for both everyday comfort and entertaining. The chef's kitchen features elegant stone countertops and stainless appliances. The split-bedroom floor plan provides added privacy, while the oversized bedrooms offer generous closet space. A versatile flex/bonus room provides endless possibilities for a home office, media room, gym, playroom or use it as a Florida room and enjoy the view. A new roof was installed in 2020. Enjoy an exceptional lifestyle with Live Oak Reserve’s resort-style amenities, including a community pool, splash pad and water slides, clubhouse, tennis and basketball courts, playgrounds, and sports fields. Ideally located within the highly regarded Seminole County School District, rated A+ for 2025–2026, and close to shopping, dining, parks, and major roadways. This home truly has it all—privacy, space, flexibility, and an exceptional community lifestyle. Welcome home!

3551 Wading Heron Terrace, Oviedo

$399,990

6 Beds ⋅ 3 Baths ⋅ Georgia Acres SubDv. ⋅ 32771 Zip Code

INVESTOR OPPORTUNITY + HOUSE HACK POTENTIAL IN ONE PROPERTY — Welcome to this INCOME-PRODUCING DUPLEX , offering IMMEDIATE CASH FLOW WITH UPSIDE. Fully occupied, providing INSTANT RENTAL INCOME, perfect for an investor or OWNER-OCCUPANT LOOKING TO HOUSE HACK or an investor aiming to LEASE AT MARKET RATE AND INCREASE RETURNS. This property features LONG-TERM VALUE, along with separate living spaces that make it ideal for DUAL INCOME STREAMS. Whether you're looking to LIVE IN ONE SIDE AND OFFSET YOUR MORTGAGE, or continue to FULLY RENT BOTH UNITS FOR MAX CASH FLOW, this duplex offers FLEXIBILITY AND STRONG INVESTMENT POTENTIAL. Conveniently located near LOCAL AMENITIES, SHOPPING, AND MAJOR ROADWAYS, making it attractive for tenants and future appreciation. DON’T MISS THIS OPPORTUNITY TO OWN A VERSATILE, INCOME-GENERATING PROPERTY WITH BUILT-IN CASH FLOW AND FUTURE UPSIDE.

1320 S Oleander Avenue, Sanford

$325,000

3 Beds ⋅ 2 Baths ⋅ Placid Woods Ph 1 SubDv. ⋅ 32773 Zip Code

This move-in ready 3 bedroom, 2 bath home offers a functional layout with laminate flooring throughout and plenty of natural light. The kitchen features ample cabinet and counter space, and the spacious living areas provide plenty of room to make the home your own. The primary bedroom includes a private bath, with two additional bedrooms and a second full bath. Outside, the fenced backyard offers plenty of space to enjoy. Easy to show!

362 Placid Lake Drive, Sanford

$150,000

2 Beds ⋅ 2 Baths ⋅ Carrington Park A Condo SubDv. ⋅ 32751 Zip Code

Welcome to Carrington Park Condominiums! This 2-BEDROOM, 2-BATHROOM condo is located on the TOP FLOOR, (only1 flight of stairs) offering added privacy with no neighbors above. The comfortable floor plan provides plenty of space for everyday living, while the SCREENED-IN BALCONY is the perfect spot to relax and enjoy the Florida weather. A STACKABLE WASHER-DRYER is conveniently located inside the unit, and the REFRIGERATOR CONVEYS for added convenience. The condo building is ideally situated NEXT to the COMMUNITY POOL, making it easy to take advantage of one of the communities most popular amenities. The community also features a LARGE FITNESS CENTER and PLAYGROUND, providing something for everyone. Conveniently located in Maitland with easy access to major highways, shopping, dining, and everyday necessities, this condo offers a great combination of location and low-maintenance living. Whether you're searching for a PRIMARY RESIDENCE OR INVESTMENT/RENTAL PROPERTY, this Carrington Park condo is a wonderful opportunity!

2313 Haywood Court Unit 201, Maitland

$250,000

Pearl Lake Heights 1st Add SubDv. ⋅ 32714 Zip Code

PRIME ALTAMONTE SPRINGS LOCATION! This versatile two-suite office/condo offers an excellent opportunity for a business owner, professional office, investor, or owner-user looking for a convenient location in the heart of Altamonte Springs. We are offering 2 suites within a 4 suite mixed used commercial building. The property features two separate suites, each with its own private bathroom and entrance, providing flexibility for multiple businesses, a professional office setup, or an owner-user who wants additional space to lease or utilize. The property also offers a large private yard, a rare and valuable feature for an office/condo setting and an excellent option for outdoor use, additional parking, storage, or creating an inviting business environment. Located in the heart of Altamonte Springs, this property is conveniently situated near a variety of restaurants, shopping, major roadways, and everyday amenities, making it easily accessible for both clients and employees. Whether you're looking for a place to operate your business, an investment property, or a flexible commercial space with multiple suites, 111 Jewel Dr offers location, versatility, and opportunity. Don't miss this chance to own commercial space in one of Altamonte Springs' most convenient areas!

111 Jewel Drive Unit 104, Altamonte Springs

$375,000

4 Beds ⋅ 2 Baths ⋅ Sterling Park Unit 01 SubDv. ⋅ 32707 Zip Code

Welcome to this impeccably maintained four-bedroom, two-bathroom home in the established Sterling Park community, ideally positioned just steps from the incredible recreational amenities of Dew Drop Park. Offering 1,509 square feet of comfortable living space, this well-cared-for home features a spacious living and dining room with French doors opening to the lanai, an efficient galley-style kitchen with light oak cabinetry, stainless steel appliances(newer refrigerator and stove), and a convenient dinette area. The primary suite offers a recently remodeled ensuite bath with granite vanity and tiled shower, while the recently remodeled hall bath features a granite vanity and tiled tub/shower with sliding glass doors. Blinds throughout, a new water heater, and abundant storage add to the home's comfort and functionality. The .18-acre property welcomes you through a private courtyard entrance and offers a fully fenced backyard with a new vinyl fence and additional privacy provided by a backyard easement. Beyond the property itself, the location truly sets this home apart. Dew Drop Park is just steps away and was renovated in May 2026, providing an outstanding neighborhood destination for recreation and outdoor enjoyment. The beautifully enhanced park features multiple playgrounds, pavilions, a volleyball court, fishing pier and observation deck, basketball court, and tennis court—offering something for everyone just outside your door. Sterling Park residents also enjoy their own community swimming pool and shallow wading pool, playground, and multiple walking and biking paths. For even more recreation, Casselberry Golf Club is just five minutes away, while restaurants, grocery stores, and retail shopping are conveniently close by. With an impeccably maintained home and one of the area's most impressive recreational parks practically at your doorstep, this is a wonderful opportunity to enjoy both everyday comfort and an active, amenity-rich lifestyle. ROOF - 2020 HVAC - 2015 WATER HEATER - 2026

716 Laurel Way, Casselberry

$799,000

3 Beds ⋅ 5 Baths ⋅ Hidden Estates Unit 3 SubDv. ⋅ 32751 Zip Code

A RARE OPPORTUNITY IN HIDDEN ESTATES— NEARLY AN ACRE, LOW HOA & AN INCREDIBLE ENTERTAINER’S PARADISE! Tucked away in one of Maitland’s best-kept secrets, this expansive home offers over 3,200 square feet of living space on an oversized lot. With a long driveway providing abundant parking, a fully fenced yard and privacy sound wall, this property offers a level of space and privacy that is increasingly hard to find! The spacious and flexible floor plan features 3 bedrooms plus a large office that could easily be converted to a 4th bedroom, along with a living room, dining room, family room with a cozy fireplace, spacious eat-in kitchen, wet bar and an upstairs study area. The enormous first-floor primary suite includes a seating area, large ensuite bath with garden tub and separate shower, and two closets. One of which is oversized and large enough to create an office, dressing room, nursery or even a home gym. Upstairs, two additional bedrooms share a convenient dual Jack-and-Jill bath, offering excellent privacy and functionality. But the true showstopper is the outdoor living and entertainment space! A beautiful sunroom opens directly to the pool and an incredible backyard designed for entertaining. The sun room serves as a massive game room. The outdoor space has a beautiful freshly painted deck, multiple covered bar areas and an abundance of space for pool parties, family gatherings, game nights or simply relaxing in your own private retreat. A shed and expansive fenced yard provide even more room for hobbies, recreation and storage. The roof and HVAC were replaced in 2020. This is an incredible canvas to make your own while enjoying the space, privacy and amenities that are already here. Hidden Estates is a well-maintained, tucked-away community where homes rarely become available, yet you're still conveniently close to everything Maitland has to offer with easy access into Downtown Orlando, tons of shopping and dining options, great schools & hospitals. Call for more information and for your private showing today!

233 Flame Avenue, Maitland

$1,600,000

6 Beds ⋅ 5 Baths ⋅ Waters Edge At Hawks Crest SubDv. ⋅ 32792 Zip Code

Welcome to luxury living in Hawks Crest, Winter Park’s only guard-gated community. This exceptional six-bedroom Del Rio floor plan sits on one of the neighborhood’s most coveted premium lots, featuring a larger lot line, wooded HOA land behind the property, and serene views toward Lake Howell. The thoughtfully designed floor plan offers two primary suites, one on each level, plus a dedicated office, a theater room, a loft, and a three-car tandem garage with built-in shelving and a workbench. Designer finishes include Restoration Hardware and Pottery Barn chandeliers, plantation shutters, crown molding, motorized blinds, app-controlled LED trim lighting, and custom built-ins throughout the home. The resort-style backyard features a saltwater, solar-heated pool, expansive pool deck, motorized Sunpro awnings, landscape lighting, and lanai market lights—perfect for entertaining or relaxing in complete privacy. Additional upgrades include a custom entertainment center with an electric fireplace, a Sony theater system and projector in the media room, a water softener, gutters, and extensive custom storage solutions by Inspired Closets throughout the home. The hot tub, Paradise Grill, and custom workout equipment are also available for negotiation, offering the opportunity to make this already exceptional home truly turnkey for your lifestyle. Hawks Crest residents enjoy an impressive collection of community amenities, including a resort-style pool, splash pad, clubhouse, fitness center, playground, putting green, and a private dock on Lake Howell. With highly regarded private schools nearby—including Park Maitland School, The Geneva School, Trinity Preparatory School, and The Master’s Academy—along with the exceptional shopping and dining of Park Avenue, this coveted Winter Park location truly offers the best of convenience, lifestyle, and luxury. Every box has been checked. From the premium homesite to the designer finishes, custom upgrades, resort-style pool, and thoughtful details throughout, this is a home where everything has already been done—just move in and enjoy.

1257 Wading Waters Circle, Winter Park

$75,000

Bookertown SubDv. ⋅ 32771 Zip Code

Great Investment Opportunity! This 0.22-acre vacant parcel offers a fantastic opportunity for investors, builders, or future landowners looking to add to their portfolio. Zoned R-1, the property provides a blank canvas to bring your vision to life, subject to local regulations and any applicable requirements. With no existing improvements, there is flexibility to explore potential future development opportunities. Conveniently located in Seminole County, this property offers the flexibility to hold as a long-term investment or explore future development potential. Whether you're looking to invest in land or secure a property for future plans, this parcel is worth a look. Buyer and Buyer's Agent are encouraged to conduct their own due diligence and independently verify all information deemed important, including but not limited to zoning, future land use, permitted uses, lot dimensions, access, utility availability, environmental conditions, flood zone, development requirements, and any other matters affecting the property prior to closing.

20-19-30-501-0000-2200 Douglas Street, Sanford

Seminole County Listings