Location: Spring Lake Hills, Altamonte Springs
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220 ROLLINGWOOD TRL, ALTAMONTE SPRINGS, FL 32714
$769,0002 Days on yellowkey MLS ID: O6414914
Bed: 5 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2845 Built: 1970Monthly Fee: $170 Tax: $2,964 (2025)Community: Spring Lake HillsSpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$2,964
Elementary School: Spring Lake Elementary
High School: Lyman High
Tax Year: 2025
Middle School: Milwee Middle
Remarks: Once in a generation - 56 years of devoted ownership, offered for the very first time. Meticulously maintained by a single family for over five decades, 220 Rollingwood Trail is a rare opportunity to own a generational home in one of Central Florida's most coveted guard-gated communities, Spring Lake Hills. Offered on the open market for the very first time, this 5-bedroom, 3-bathroom, 3-car garage pool home sits on a beautifully landscaped 0.35-acre lot and has been thoughtfully upgraded throughout, delivering a truly move-in ready lifestyle with nothing left to do but make it your own. This home is a standout for the energy-conscious buyer. A fully paid-off solar system installed in 2024 powers the home with virtually no monthly electric bill. A whole-house standby generator with dedicated hookup provides peace of mind through any Florida storm season. The upgraded electrical panel, energy-efficient water heater, high-efficiency variable-speed pool equipment, and double-pane energy-efficient windows complete a mechanical package that is simply unmatched at this price point. New roof installed May 2020. Step inside to warm hardwood and tile floors, a charming dry bar perfect for entertaining, and a kitchen anchored by classic Chicago brick detailing that gives the space a timeless, character-rich feel. The generous 2,845 square feet of living space is spread across five bedrooms and three full bathrooms, offering ideal flexibility for families, guests, or a dedicated home office. The three-car garage features extensive built-in storage and workshop, a rare find in this community. The backyard is a true Florida retreat - a screened pool and expansive covered patio invite year-round outdoor living, while a propane hookup on the side yard serves both the grill and a gas-burning fireplace for those cooler evenings. A lifetime paver driveway adds curb appeal from the moment you arrive. The 8-zone irrigation system and covered gutter system keep the property in pristine condition with minimal upkeep. CPVC plumbing throughout. City water and city sewer. Spring Lake Hills is among Seminole County's most prestigious addresses - a 24-hour guard-gated community with a single staffed entry and exit point, offering an unmatched level of security and privacy. Residents enjoy deeded access to two lakes - Spring Lake and Lake Destiny - via two private community boat ramps, plus pickleball courts, basketball courts, and a community playground. Within minutes of three of Central Florida's top-rated private schools, major shopping and dining at Altamonte Mall and Cranes Roost Park, and seamless Interstate 4 access to Orlando and beyond. Homes with this combination of pedigree, mechanical upgrades, community amenities, and first-time-on-market status simply do not come available often. It is a lovingly cared-for family home being passed forward. Schedule your private showing before this chapter closes.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Tyler Deans (407-319-2493)
130 SPRINGWOOD TRL, ALTAMONTE SPRINGS, FL 32714
$830,0003 Days on yellowkey MLS ID: R4911373
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2572 Built: 1972Monthly Fee: $170 Tax: $2,718 (2025)Community: Spring Lake Hills Sec 4Single Family
Taxes:$2,718
Elementary School: None
High School: None
Middle School: None
Remarks: A GREAT HOUSE FOR ENTERTAINING. Private, gated, waterfront community with live 24/7 entrance guards, located minutes from Interstate 4 featuring a spacious ranch on a large curved corner lot with large lanai and pool perfect for entertainers! Major upgrades include a new roof installed in 2020, a new water heater in May 2026, the pool deck resurfaced in August 2025, and a new washer and dryer in May 2019. The fabulous lanai includes a large wet bar, wind proof sliders installed in October, 2025 and opens to a beautiful pool and deck area featuring a Dolphin low energy pool cleaner and variable speed pool pump. The Community has two lakes with boat ramps, Pickle Ball/Tennis courts and a playground. Just 30 minutes to Orlando International Airport and all major attractions!
Listing is courtesy of: MAIN STREET PROPERTIES (321-276-3400)
Listing Agent: Michael Chiappone (321-274-2788)
105 SPRING COVE TRL, ALTAMONTE SPRINGS, FL 32714
$895,00010 Days on yellowkey MLS ID: S5151148
Bed: 4 Bath: 3.5 Gar: 3 Liv Area Sq Ft: 2781 Built: 1970Monthly Fee: $162 Tax: $7,145 (2025)Community: Spring Lake HillsSpa: NoSingle Family
Taxes:$7,145
Remarks: Welcome to luxury living in the beautiful guard-gated community of Spring Lake Hills. This beautifully renovated 4-bedroom, 3.5-bath pool home sits on an oversized lot and offers the perfect blend of elegance, comfort, and privacy. Enjoy spacious living areas, stylish updates throughout, a screened pool, and an oversized 3-car garage. Conveniently located near top-rated schools, shopping, dining, and major highways. A rare opportunity to own a move-in-ready home in one of Altamonte Springs’ most desirable communities.
Listing is courtesy of: AGENT TRUST REALTY CORPORATION (407-251-0669)
Listing Agent: Jeel Castillo-Lippi (407-508-1477)
150 LAKE DESTINY TRL, ALTAMONTE SPRINGS, FL 32714
$599,90064 Days on yellowkey MLS ID: O6398025
REDUCED by $20,000 (3.2%) on 05/29/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2115 Built: 1972Monthly Fee: $170 Tax: $2,839 (2024)Community: Spring Lake Hills Sec 3Single Family
Taxes:$2,839
Tax Year: 2024
Remarks: One or more photo(s) has been virtually staged. SELLER TO GIFT BUYER WITH $5K AT CLOSING if closed within 30 days of contract date. Welcome to an extraordinary opportunity in the heart of Altamonte Springs—where luxury, lifestyle, and location come together in perfect harmony. This breathtaking 4-bedroom, 2-bath residence at 150 Lake Destiny Trail is more than a home—it’s a statement. Perfectly positioned on an oversized canal-front lot, this 2,115 square foot showpiece has been exquisitely updated and styled to captivate from the very first glance. Step through the doors and prepare to be impressed. A stunning foyer adorned with a custom stone accent wall sets an elevated tone, welcoming you into a home that effortlessly blends sophistication with warmth. To your right, an expansive living room invites unforgettable gatherings, while the open-concept design flows seamlessly into a dining space and a truly remarkable kitchen. Designed to impress, the kitchen boasts an abundance of cabinetry, sleek finishes, stainless steel appliances, and a coveted gas stove—perfect for both everyday living and elevated entertaining. Just beyond, a cozy yet refined family room creates the ultimate retreat, featuring a striking stone fireplace that anchors the space—ideal for intimate evenings, lively game nights, or simply unwinding in style. The thoughtfully designed split floor plan offers three generously sized secondary bedrooms, while the private primary suite is tucked away as its own serene escape. This luxurious retreat features a spacious bath, dual closets, and a sense of privacy that feels like your own personal sanctuary. Step outside and experience the essence of Florida living at its finest. Your screened-in lanai opens to a sparkling in-ground pool, surrounded by an expansive backyard with endless possibilities. Enjoy a dedicated fenced area for pets, and take full advantage of your private canal frontage—perfect for launching kayaks, small boats, or simply embracing tranquil waterfront living. Every inch of this home has been carefully curated, featuring fresh paint, upgraded flooring, modern fixtures, and countless designer touches throughout—truly move-in ready and beyond compare. Located within the highly coveted Spring Lake Hills community, residents enjoy 24-hour guard-gated security, private access to three scenic lakes, community boat ramps, and recreational amenities including tennis and pickleball courts. Just minutes away, the vibrant energy of Cranes Roost Park awaits—offering year-round events, premier shopping, and exceptional dining experiences. With effortless access to Interstate 4, commuting to Orlando and beyond is seamless. This is more than a home—it’s a lifestyle, a retreat, and a rare find all in one. Schedule your private showing today and experience the allure for yourself before it’s gone. Some photos have been virtually staged.
Listing is courtesy of: THE NAVY HOUSE (321-438-1318)
Listing Agent: Katie Nguyen (321-438-1318)
225 LAKE DESTINY TRL, ALTAMONTE SPRINGS, FL 32714
$519,00023 Days on yellowkey MLS ID: O6406023
1 Days Off yellowkey (back on 5/27/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1992 Built: 1972Monthly Fee: $170 Tax: $2,284 (2024)Community: Spring Lake Hills Sec 3Single Family
Taxes:$2,284
Remarks: Under contract-accepting backup offers. Welcome home to 225 Lake Destiny Trail - a single-story home nestled within the highly sought after, gated community of Spring Lake Hills. This 4-bedroom, 2-bathroom residence offers a blank slate for your personal touch and style. The roof is 6 years old! The AC is brand new! The spacious layout offers so much potential for your dream home in a wonderful gated neighborhood. A formal dinning room with living room combo, family room with wood-burning fireplace, and a large indoor laundry room right off of the kitchen. A large screened patio overlooks the pool and oversized backyard, providing the perfect setting for gatherings. Also, a really important feature of the property is the electric is buried underground and generally does not experience interruptions. The property is nestled on a generously-sized lot of .37 acres just a few houses from one of two private, community lakes with boat ramps and docks. Spring Lake Hills Community also includes a 24-hour guard service at the entrance gatehouse, a solid brick wall around the community, a newly updated private community playground with a recently renovated basketball court, tennis and pickleball courts, which are all right around the block from 225 Lake Destiny Trail. A short drive to Downtown Orlando, I-4, 414, 429/417, the springs, theme parks, beaches, and everything that makes the vibrant lifestyle of Florida.
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Benjamin Gilbert (407-579-2264)
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