Altamonte Springs Homes with Two Levels

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Newest Altamonte Springs Homes with Two Levels

$285,000

3 Beds ⋅ 3 Baths ⋅ O6436851 MLS ⋅ 155 BLDG.

Welcome to your new home located in a private community that has been a wonderful little secret. 3 bed 2 1/2 Bath updated

155 Olive Tree Circle, Altamonte Springs

Listing courtesy of NOELKE REALTY. 407-607-7166

$290,000

3 Beds ⋅ 3 Baths ⋅ O6435932 MLS ⋅ 107 BLDG.

Virtually Staged. Enjoy resort-style living in this hidden gem and gated lakefront community of Oak Harbour. Beautifully updated 3-bedroom, 2.5-bath condo features a FIRST-FLOOR PRIMARY suite, attached garage, private paver courtyard, soaring ceilings, recessed lighting, crown molding, and plantation shutters throughout. Brand new carpeting in the living area and engineered hardwood flooring upstairs. The fully enclosed sunroom with newer insulated windows overlooks the backyard space for year-round enjoyment. Truly a move-in ready home offering comfort, style, and flexibility. The kitchen includes granite counters, 42-inch wood cabinetry, custom built-ins, and generous storage, while the upstairs bonus loft provides ideal space for an office, den, playroom, or game room. Additional highlights include updated plumbing and electrical panel, newer windows and sliders, and abundant closet space. HOA maintains the roof and exterior with new roofs in 2022. Residents enjoy scenic grounds, mature oak trees, sunset views from the covered dock on Lake Orienta, and extensive amenities including two pools, clubhouse with game room, library, entertainment area with bar and full kitchen all available for reserving your private party. Everything you need for an active lifestyle with a fitness center, sauna, tennis, pickleball, basketball, and shuffleboard courts. Expansive poolside patio with grilling areas, a private boat ramp, covered dock, storage for boats, canoes, kayaks, and paddle boards. Just around the corner is Advent Health, Altamonte Mall, Cranes Roost Park, casual and fine dining and minutes to I4. Don’t pass on this home – you won’t be disappointed.

605 Chestnut Oak Circle Unit 107, Altamonte Springs

Listing courtesy of BHHS FLORIDA REALTY. 407-406-5300

$649,900

2 Beds ⋅ 2 Baths ⋅ O6435724 MLS

Say goodbye to your commute and hello to the ultimate "Live/Work" oasis! Welcome to 300 Maitland Ave—an extraordinarily rare, stand-alone gem in the heart of Altamonte Springs. Boasting highly coveted MOR-1 zoning and straight-up cool vibes, this two-story property is the perfect blank canvas for creative professionals, entrepreneurs, or anyone craving a truly unconventional, design-forward home without the cookie-cutter neighborhood rules. Currently configured as a high-end food photography studio, the strikingly stylish interior is move-in ready for your unique vision. The 1,412-sq-ft ground floor boasts sleek concrete floors and an expansive, open-concept layout that’s begging to become a sprawling grand living room, private art studio, or epic entertainment space. Just past double French doors sits a dedicated private room—ideal as a secluded bedroom or home office—complete with a huge walk-in closet for your wardrobe or gear. Slide open the custom barn door to reveal a sprawling, chef-ready kitchen. Outfitted with a brand-new range and commercial-grade vent hood, a large new refrigerator, dual sinks, and miles of modern cabinetry, it’s a culinary dream for entertaining. An additional walk-in pantry/storage room and a first-floor ADA-compliant half bath complete the main level. Overlooking the main floor is a 660-sq-ft upstairs loft that offers the perfect footprint for a stunning private retreat. This elevated tier features wood-plank-style luxury vinyl flooring, a spacious, enclosed private room that could be a bedroom, media room or living room, a semi-open casual lounge/den area, a second half bathroom that could easily be converted to a full bath, and a generous main space that can easily serve as your primary bedroom suite or a private upstairs living room. Enjoy absolute peace of mind with a newer roof (2023) and extensive 2017 upgrades to the electrical, plumbing, and interior aesthetics. Outside, the property features lush, mature landscaping, 110 feet of road frontage, and a massive 12-space parking area—perfect for hosting gatherings, accommodating clients, or parking your toys. Whether you want to run your boutique agency downstairs and live upstairs, or simply desire an inspiring home with commercial-grade infrastructure, this property delivers. Finding a live/work sanctuary with this level of modern finish and zoning freedom for a price like this is nearly impossible. Why compromise when you can have it all? Schedule your private tour today! Please note this property is cross-listed under Commercial MLS#O6435605

300 Maitland Avenue, Altamonte Springs

Listing courtesy of GILKEY REAL ESTATE. 407-712-3111

$649,900

O6435605 MLS

Just say “NO” to cookie-cutter office space and secure your company's future at 300 Maitland Ave! This two-story gem, on a spacious corner lot, has straight-up cool vibes and features highly flexible MOR-1 zoning. It is the ultimate launchpad for marketing agencies, content creators, gastronomy entrepreneurs, medical professionals, boutique law firms, or any visionary looking for a light-filled, versatile environment. Enjoy incredible visibility—and total independence—without the soul-sucking fluorescent lights, shared walls, or astronomical maintenance fees. Currently operating as a high-end food photography hub, the strikingly stylish interior is move-in ready for your next big idea. The 1,412-sq-ft ground floor boasts sleek concrete floors and an expansive open-concept layout that easily serves as a collaborative bullpen, production stage, welcoming reception, or retail showroom. Just past double French doors sits a dedicated principal office complete with a large, secure closet for inventory or files. Slide open the custom barn door to reveal a fully equipped, chef-worthy kitchen. Outfitted with a brand-new Samsung Flex Duo Double Oven & 5- Burner range with Griddle, fire-suppression vent hood, oversized new Frigidaire refrigerator, dual sinks, and miles of modern cabinetry, it’s a dream breakroom or commercial testing ground. An additional supply room and an ADA-compliant restroom complete the first level. Overlooking the main action is a 660-sq-ft upstairs loft engineered for productivity. This upper tier features an enclosed private workspace, a semi-open casual lounge, a second guest bath, and a generous, open boardroom space ideal for team collaborations or VIP client pitches. You get absolute peace of mind with a newer roof (2023) and extensive 2017 upgrades to the electrical, plumbing, and interior aesthetics. Outside, enjoy 12 dedicated parking spots (including 1 handicap space), 110 feet of prime road frontage, and lush, mature landscaping. Stop paying a landlord and start building equity at a location that literally puts you on the map in Altamonte Springs. Priced to sell at $649,900, freestanding properties with this caliber of design-forward finishes and zoning freedom are exceptionally rare. Book your private showing today and claim your new headquarters! Please note this property is cross-listed under Residential MLS#O6435724.

300 Maitland Avenue, Altamonte Springs

Listing courtesy of GILKEY REAL ESTATE. 407-712-3111

$169,900

2 Beds ⋅ 2 Baths ⋅ O6436000 MLS ⋅ 235 BLDG.

Virtually Staged. Property was just replumbed and new hot water heater installed. Electrical panel has also been updated. Here is your chance to own a wonderful condo in an amazing location. This 2 bedroom / 1.5 bath condo is move in ready. Located just minutes to Cranes Roost Park, shopping, I4 and so much more. The first floor of this condo includes a large living room and dining room combo. To the rear of the unit youll find the kitchen, pantry, half bath for guest and indoor laundry. The owner of this unit has taken great care of this property, and it is ready for a new owner Just off the kitchen is a private patio area. This area is gated for privacy and includes a storage area. The second floor of this condo includes an updated hall bath and two oversized bedrooms. The front room includes two closets so this could be used as the primary bedroom. Freshly painted and new carpet. The community of Altamonte Heights has lush landscaping, well maintained and a community pool. The only thing missing from this perfectly placed property is you.

235 Debora Court Unit 235, Altamonte Springs

Listing courtesy of CHARLES RUTENBERG REALTY ORLANDO. 407-622-2122

$159,000

1 Beds ⋅ 1 Baths ⋅ O6435479 MLS ⋅ 13 BLDG.

LOCATION, LOCATION, LOCATION! Welcome to this beautifully maintained second-floor condo, vacant and ready for a quick move-in, located in the heart of Altamonte Springs! This spacious 1-bedroom, 1-bathroom condo feels like new inside and offers a bright and airy open-concept floor plan with luxury vinyl plank flooring throughout, fresh professional interior paint, stylish light fixtures, and plenty of natural light and appliances included. The spacious primary bedroom provides a comfortable retreat and features a walk-in closet and a beautiful bathroom with nice tiles and indoor laundry. Major systems have also been thoughtfully maintained, with the A/C replaced in 2024 and the hot water heater replaced in 2023. A BONUS ONE CAR GARAGE, which has also been freshly painted, giving you a clean and refreshed space for your vehicle, storage, or additional belongings. Additional parking spaces available. Enjoy an exceptional array of resort-style community amenities, including a swimming pool, heated spa, 24-hour fitness center, lighted tennis court, sand volleyball court, clubhouse, playground, picnic pavilion with BBQ grills, car wash station, and valet trash service. A gated community for your privacy. PRIME ALTAMONTE SPRINGS LOCATION! Conveniently located near I-4, SR 414, Maitland Boulevard, Uptown Altamonte, AdventHealth Altamonte Springs, shopping, restaurants, entertainment, schools, businesses, and major employment centers. Whether you’re looking for a comfortable primary residence, a quick move-in home, or a long-term investment property, this condo offers an excellent combination of location, convenience, resort-style amenities, and value. VACANT • MOVE-IN READY • LIKE-NEW INTERIOR • FRESHLY PAINTED GARAGE • A/C 2024 • WATER HEATER 2023 • 1-CAR GARAGE. Don’t miss this opportunity! Schedule your private showing today—this one won’t last long!

877 Grand Regency Point Unit 200, Altamonte Springs

Listing courtesy of SWEET HOMES REALTY LLC. 407-219-5131

$240,000

2 Beds ⋅ 3 Baths ⋅ OM730869 MLS ⋅ 195 BLDG.

Welcome home! This HUGE 2 bedroom, 2 1/2 bath Townhome/Condo, just hit the market! With the best waterfront views in the community, every day here is a going to be a beautiful day. This home is less than 50 feet from the resort stye pool & spa, clubhouse and fitness center, so you're living the maintenance free lifestyle at its best! Once you walk in this large condo, with high ceilings, see its light and bright beauty, you'll find it easy to call home. With a beautiful fireplace in the living room this one checks all the boxes. A real must see! Just minutes from I4/I4 express lanes, popular shops, restaurants and entertainment. Walking distance to Cranes Roost. Rest easy, Village Townhomes and Condominiums is a financially stable, well-established community, with new roofs, new exterior paint and no impact to the monthly maintenance free fee. Inside has recently been painted and new HVAC. Nothing's been overlooked. Even the chimney was professionally cleaned. There's only a couple homes on the market currently, in this amazing neighborhood, so it's time to schedule your personal tour today. This home will not last!

940 Douglas Avenue Unit 195, Altamonte Springs

Listing courtesy of SELLSTATE NEXT GENERATION REALTY. 352-387-2383

$350,000

3 Beds ⋅ 3 Baths ⋅ O6429058 MLS ⋅ 1009 BLDG.

Excellent opportunity! Mediterranean style townhome in the desirable gated community of St. Tropez/The Landings, minutes from the heart of Altamonte Springs! Finally a home with TWO Master Suites, one upstairs and one downstairs. Flexibility is the key word in this spacious floor plan featuring an elegant formal dining room and a spacious great room with high ceilings. Kitchen has been entirely upgraded with 42" cabinets, granite, and newer granite appliances. Hardwood floors, tile, and brand new carpet on the stairs and in the closet. Upstairs boasts a flexible bonus room great for an office or playroom. Enjoy your private, outdoor oasis in both the front entry of the home as well as the fenced in back garden patio. This home features all of the upgrades you are looking for. Don't miss out! This property may be under Audio/Visual Surveillance.

1009 Casa Del Sol Circle, Altamonte Springs

Listing courtesy of PRIME GLOBAL REALTY LLC. 407-780-7780

$450,000

4 Beds ⋅ 2 Baths ⋅ O6432137 MLS

Invest in your future with this spacious 4-bedroom, 2-bath home located in the established community of Altamonte Landing. This well-maintained home features a bright and functional layout with comfortable living spaces, volume ceilings, and a convenient split-bedroom floor plan. The spacious eat-in kitchen provides plenty of room for everyday living and entertaining, while the primary suite offers a large walk-in closet, dual-sink vanity, walk-in shower, and separate garden tub. Bedrooms 2, 3, and 4 are conveniently located near the second bathroom. Step outside and enjoy the huge backyard, offering plenty of space for entertaining, pets, gardening, or creating your own private outdoor oasis. Ideally located near shopping, dining, entertainment, and Westmonte Park, where you can enjoy swimming, basketball, playgrounds, and other recreational amenities. The home is also just minutes from I-4, Altamonte Mall, fine dining, and a variety of shopping options. This is truly a must-see opportunity, especially since homes in this community don't come on the market often. The house was fully replumbed in 2020, and a new HVAC system installed in 2024. Don't miss your chance to make this wonderful home yours!

115 N Weathersfield Avenue, Altamonte Springs

Listing courtesy of EXP REALTY LLC. 888-883-8509

$175,000

2 Beds ⋅ 2 Baths ⋅ V4950664 MLS ⋅ 50 BLDG.

Welcome home to Hidden Springs, Highly desirable affordable condo in the heart of Altamonte Springs. REMODELED 2-bedroom, 2-bath condo features vaulted ceilings, a spacious open floor plan, a cozy wood-burning fireplace, oversized arched windows, The kitchen offers ample cabinet space and a breakfast bar with stainless steel appliances. Brand new AC UNIT 2026, New electrical, plumbing, New Vinyl Floors, Vanities, Showers. Freshly painted. Enjoy resort-style amenities including two pools, a hot tub, fitness center, and tennis courts. Conveniently located near Uptown Altamonte, Cranes Roost Park, shopping, dining, and I-4. Move-in ready and waiting for its next owner!

610 Colorado Place Unit 50, Altamonte Springs

Listing courtesy of RE/MAX AEROSPACE REALTY. 321-631-5511

$268,900

2 Beds ⋅ 3 Baths ⋅ O6431376 MLS ⋅ N/A BLDG.

Welcome to 679 Clemson Drive in Altamonte Springs, nestled within the River Ridge community. This charming townhouse features two bedrooms and two and a half baths, with a serene backdrop overlooking the Little Wekiva River. Upon entering, you'll discover a kitchen adorned with granite countertops and a breakfast bar that seamlessly flows into the open floor plan. This space leads out to a deck and porch area, complete with an outdoor storage unit, offering tranquil views of the river and surrounding woods—perfect for relaxation and privacy. Convenience is key, as the downstairs area includes an indoor laundry space and a half bathroom for guests. Upstairs, you'll find two spacious master suites, each boasting walk-in closets. The air conditioning unit was installed in 2023 and is maintained biannually. The refrigerator is new as of 2025, and a composite deck was added in February 2024. Additionally, the water heater was replaced in 2020, and the home benefits from updated wiring. A one year buyer warranty included! The HOA is pet-friendly and has lower fees compared to others in the area. Located near shopping centers, restaurants, grocery stores, and highways, this townhouse offers both comfort and convenience. Contact today to schedule an appointment.

679 Clemson Drive, Altamonte Springs

Listing courtesy of RE/MAX ASSURED. 800-393-8600

$284,000

3 Beds ⋅ 3 Baths ⋅ O6429916 MLS ⋅ 604 BLDG.

If you're looking for comfort, style, and low-maintenance living in one of Altamonte Springs' most desirable communities . . . look no further. This exceptionally well-maintained two story, 3-bedroom, 2.5-bath townhome with a versatile loft offers an inviting layout with soaring cathedral ceilings that create a bright, open feel from the moment you step inside. Fresh interior paint and updated tile flooring give the home a clean, modern look, while the spacious floor plan offers the perfect balance of openness and cozy living. Whether you're relaxing in the private courtyard, entertaining guests, or enjoying a quiet evening at home, every space has been thoughtfully cared for. Offering one of the best values in Oak Harbour, this move-in-ready home provides an incredible opportunity to enjoy a resort-inspired lifestyle without the maintenance. Oak Harbour is a gated, waterfront community known for its outstanding amenities. Residents enjoy private access to Lake Orienta with a community boat dock, fishing pier, and boat parking, along with two swimming pools, a clubhouse, fitness center, sauna, tennis courts, pickleball courts, basketball, and shuffleboard. The association also takes care of exterior maintenance, grounds maintenance, and professional community management, making everyday living simple and stress-free. Ideally located in the heart of Altamonte Springs, you'll be just minutes from Altamonte Mall, AdventHealth, Cranes Roost Park, top-rated restaurants, shopping, entertainment, and convenient access to major roadways. Come discover why so many people love calling Oak Harbour home.

604 Chestnut Oak Circle Unit 106, Altamonte Springs

Listing courtesy of EXP REALTY LLC. 888-883-8509

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