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.
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.
Property Details
Price:
$769,000
MLS #:
O6414914
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SPRING LAKE HILLS
Neighborhood:
32714altamontespringswestforestcity
Listed Date:
Jun 11, 2026
Finished Sq Ft:
2,845
Total Sq Ft:
4,236
Lot Size:
15,212 sqft / 0.35 acres (approx)
Year Built:
1970
See this Listing
Schools
Elementary School:
Spring Lake Elementary
Middle School:
Milwee Middle
High School:
Lyman High
Interior
Appliances
Dishwasher, Disposal, Dryer, Electric Water Heater, Range, Refrigerator, Washer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Flooring
Ceramic Tile, Tile, Hardwood
Heating
Electric
Interior Features
Ceiling Fan(s), Dry Bar, Solid Wood Cabinets, Split Bedroom, Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, Inside, Washer Hookup
Levels
One
Exterior
Attached Garage YN
1
Construction Materials
Block, Brick, Concrete, Stucco
Covered Spaces
3
Direction Faces
North
Exterior Features
Lighting, Outdoor Grill, Private Mailbox, Rain Gutters, Sidewalk
Garage Spaces
3
Parking Features
Oversized, Workshop in Garage
Patio And Porch Features
Covered, Front Porch, Patio, Rear Porch, Screened
Roof
Shingle
Financial
HOA Fee
$510
HOA Fee Frequency
Quarterly
HOA Name
Spring Lake Hills, Inc
HOA Phone
407-754-0799
Tax Year
2025
Taxes
$2,964
Map
Community
- Address220 ROLLINGWOOD TRAIL ALTAMONTE SPRINGS FL
- SubdivisionSPRING LAKE HILLS
- CityALTAMONTE SPRINGS
- CountySeminole
- Zip Code32714
Subdivisions in ALTAMONTE SPRINGS
- ACADEMY HEIGHTS
- ALTAMONTE HEIGHTS
- ALTAMONTE LAND HOTEL & NAVIGATION CO
- ALTAMONTE LANDING
- ALTAMONTE MEDICAL PLAZA
- ALTAMONTE OAKS
- ALTAMONTE RIDGE
- ALTAMONTE VILLAGE 02
- APPLE VALLEY UNIT 4
- BARCLAY WOODS
- BARCLAY WOODS 1ST ADD
- BETTS ADD TO ALTAMONTE ROBERT L
- BONA VISTA CONDO
- BRANTLEY OAKS
- BRANTLEY TERRACE CONDO PH 1 THRU 7
- BROOKHOLLOW
- CAMDEN CLUB
- CAPISTRANO
- CHARTER OAKS UNIT 1
- CLUB AT MAISON JARDIN
- CORNICHE TWNHMS A REP
- COUNTRY CREEK FOREST EDGE UNIT II
- COUNTRY CREEK FOREST EDGE UNIT III
- COUNTRY CREEK SOUTHRIDGE AT
- COUNTRY CREEK THE TRAILS AT
- COVE AT PEARL LAKE
- CRANES ROOST CONDO
- CRANES ROOST VILLAGE 4
- CRANES ROOST VILLAGE 6
- CRANES ROOST VILLAGE SEC 1
- CRANES ROOST VILLAS
- CRESCENT PLACE AT LAKE LOTUS CONDO
- CRESCENT PLACE AT LAKE LOTUS CONDOMINIUM
- DELPHINI INDUST PARK A CONDO
- DESTINY SPGS CONDO
- EDEN PRESERVE
- EMERSON PLAZA ONE A CONDO
- ESCONDIDO PH 1
- ESCONDIDO SEC 5 PH 2
- ESCONDIDO SEC 5 PHASE 2
- ESCONDIDO SEC 6
- ESCONDIDO SEC 7
- FALLBROOK
- FOREST LAKE SUB
- FOREST SLOPES-511
- FOUR THREE SIX SD
- FROSTS ADD 3 TO ALTAMONTE
- GLEN ARDEN
- GLEN ARDEN HEIGHTS 1ST ADD
- GOLDIE MANOR
- GOLDIE MANOR 1ST ADD
- GRANADA SOUTH
- GROVE TERRACE 1ST ADD
- HARMONY HOMES
- HAYMANS ADD TO ALTAMONTE
- HEATHERTON VILLAGE UNIT 1
- HIDDEN RIDGE CONDO
- HIDDEN SPGS CONDO
- HIDDEN SPRINGS CONDO
- HIGHRIDGE UNIT 02
- KEEZEL SUB
- KENSINGTON PARK CONDO
- KENSINGTON PARK PH 2
- KENSINGTON PARK PH 3 A CONDO
- KENSINGTON PARK PH3 A CONDO
- KEY WEST A CONDO
- KEY WEST CONDO
- LA VITA CONDO PH4
- LAKE HARRIET ESTATES
- LAKE LOTUS CLUB 1 A CONDO
- LAKE LOTUS CLUB 3 A CONDO
- LAKE LOTUS CLUB 4 A CONDO
- LAKE LOTUS CLUB 5 A CONDO REP
- LAKE ORIENTA HILLS UNIT 1
- LAKE VILLAS CONDO
- LAKEWOOD PARK A CONDO
- LAKEWOOD PARK A CONDOMINIUM
- LANDING A CONDO
- LANDINGS OFFICE CENTRE A REP
- LAVADA COURT
- LEG UNIT 102S HIDDEN RIDGE CONDO ORB 1357 PG 625
- LITTLE PEARL LAKE HEIGHTS
- LITTLE WASHINGTON ESTATES
- LITTLE WEKIVA OFFICE BLDG
- LITTLE WEKIWA ESTATES 1
- LONG VIEW HEIGHTS
- LOTUS VISTA CONDO
- MALTBIE SHORES 1ST ADD
- MALTBIE SHORES 2ND ADD
- MCNEIL WOODS
- MERRITT PARK
- MILTON PARK
- MOBILE MANOR 2ND SEC
- MONTGOMERY CLUB CONDO
- MONTGOMERY RIDGE SEC 1
- MONTGOMERY SQUARE
- MONTGOMERY WOODS CONDO
- MONTGOMERY WOODS CONDO PH 2
- NORTHBRIDGE AT COUNTRY CREEK
- OAK HARBOUR SEC 1
- OAK HARBOUR SEC 2
- OAK HARBOUR SEC 3 A CONDO
- OAK HARBOUR SEC 4
- OAKLAND ESTATES 2ND SEC
- OAKLAND HILLS
- OAKLAND VILLAGE SEC 2
- OAKLAND VILLAGE SEC 3
- OAKLAND VILLAGE SEC 4 PH 3
- OASIS AT PEARL LAKE A CONDO
- ORANGE ESTATES
- ORIENTA POINT CONDO
- ORIENTA POINT CONDO 1
- PALM PARK
- PAPPAS/SMITH SUB A REP
- PEARL LAKE HEIGHTS BLK 6
- RAMBLEWOOD CONDO
- RESERVE AT HILLVIEW
- RESERVE AT WEKIVA BEND
- RESERVE AT WEKIVA BEND A CONDO
- RIVER RIDGE
- RIVER RUN SEC 1
- RIVER RUN SEC 2
- RIVER RUN SEC 4
- ROBIN HILL UNIT 3
- ROGERS SUB
- ROYAL ARMS CONDO
- SAN SEBASTIAN HEIGHTS UNIT 1
- SAN SEBASTIAN HEIGHTS UNIT 1A
- SAN SEBASTIAN HEIGHTS UNIT 3
- SANDY COVE
- SANDY COVE CONDO
- SANLANDO
- SANLANDO SPGS
- SERRAVELLA AT SPRING VALLEY
- SERRAVELLA AT SPRING VALLEY A CONDO
- SERRAVELLA AT SPRING VALLEY A CONDOMINIUM
- SILVER SPRINGS SQUARE
- SPRING LAKE HILLS
- SPRING LAKE HILLS SEC 3
- SPRING LAKE POINTE
- SPRING OAKS
- SPRING OAKS UNIT 2
- SPRING OAKS UNIT 3
- SPRING OAKS UNIT 3 PB 17 PG 76
- SPRING OAKS UNIT 4
- SPRING OAKS UNIT 5
- SPRING VALLEY CHASE
- SPRING VALLEY CLUB
- SPRING VALLEY FARMS SEC 02
- SPRING VALLEY FARMS SEC 04
- SPRING VALLEY FARMS SEC 09
- STEWARTS SUB
- STONE CREEK AT WEKIVA A CONDO
- SUN RIDGE 4 TWNHMS OF A CONDO
- SUTTON PLACE TOWNHOMES A REPLAT
- SUTTON PLACE TWNHMS A REP
- THE LANDING
- TOWN & COUNTRY ESTATES REP
- TOWN + COUNTRY ESTATES REPLAT
- TRAILWOOD ESTATES SEC 2
- TRANQUILITY COVE
- UNDEROAKS
- VICTORIA PARK
- VILLAGE TWNHMS A CONDO
- WALKERS ADD TO ALTAMONTE SPGS 2
- WATERSIDE AT CRANES ROOST A CONDO COMMUNITY
- WATERSIDE AT CRANES ROOST A CONDOMINNIUM COMMUNITY
- WEATHERSFIELD 1ST ADD
- WEATHERSFIELD 2ND ADD
- WEKIVA SPGS OFFICE PARK
- WEST ALTAMONTE HEIGHTS SEC 1
- WEST ALTAMONTE HEIGHTS SEC 2
- WEST ALTAMONTE HEIGHTS SEC 3
- WINDMEADOWS VILLAGE 1
- WINDMEADOWS VILLAGE 2
- WINDMEADOWS VILLAGE 4
- WINWOOD PARK REP
- WOODLAND TERRACE AT COUNTRY CREEK
- WYCOFF PARK
Market Summary
Current real estate data for Single Family in ALTAMONTE SPRINGS as of Jun 13, 2026
131
Single Family Listed
75
Avg DOM
249
Avg $ / SqFt
$483,385
Avg List Price
Property Summary
- Located in the SPRING LAKE HILLS subdivision, 220 ROLLINGWOOD TRAIL ALTAMONTE SPRINGS FL is a Single Family for sale in ALTAMONTE SPRINGS, FL, 32714. It is listed for $769,000 and features 5 beds, 4 baths, and has approximately 2,845 square feet of living space, and was originally constructed in 1970. The current price per square foot is $270. The average price per square foot for Single Family listings in ALTAMONTE SPRINGS is $249. The average listing price for Single Family in ALTAMONTE SPRINGS is $483,385. To schedule a showing of MLS#o6414914 at 220 ROLLINGWOOD TRAIL in ALTAMONTE SPRINGS, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of CREEGAN GROUP. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than Charles Rutenberg Realty include the name of the listing broker. Neither the listing company nor Charles Rutenberg Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 220 ROLLINGWOOD TRAIL
ALTAMONTE SPRINGS, FL

