One or more photo(s) has been virtually staged. Welcome to 106 Lonesome Pine Drive, where everyday living feels a little more like getting away! Nestled in Longwood’s treasured Sweetwater Oaks community and set on an extra deep .69 acre lot, this home offers something rare: room to breathe. Room to entertain. Room to live the way you’ve always pictured — with nature as your backdrop and comfort woven into every corner. *NEW: Electric pool heater 2025, exterior paint 2024, All light switches and receptacles 2024, pool saltwater system 2023, outdoor fireplace 2022, pool renovation, screen enclosure & Shellock pavers 2022, 200amp Leviton smart electrical panel, LED energy efficient lights throughout house & interior paint 2021!* From the moment you arrive you’re greeted with a sense of privacy that’s hard to find in a neighborhood setting. Once inside this home opens up with warm, welcoming spaces designed for real life showcasing thoughtful updates and well-kept finishes reflecting a true pride of ownership. You’ll find casual dining and living rooms with custom wood floors made of oak, walnut and mahogany plus a spacious family room enhanced by tile floor, vaulted ceiling with beautiful wood beams and dual skylights, a floor-to-ceiling stone fireplace and sliding glass door to the patio. Upgraded kitchen is loaded with personality boasting wood panel cabinets galore with bar area, granite counter with double bevel edge, working island with breakfast bar, decorative backsplash, complete stainless steel appliance package plus a large picture window offering pool and yard views. But it’s the outdoor living that truly sets this home apart! The backyard unfolds like a private resort, offering multiple places to unwind, dine, and enjoy the Florida lifestyle year round. This space offers several covered patio spaces, tongue and groove ceiling, cool slate floor, mounted TVs, hot tub right off primary, sparkling renovated pool has pebble tech bottom, shelf with two Adirondak chairs & pretty blue tile, modern pavers, outdoor wood burning fireplace & lots of market lights! Whether you’re hosting a lively poolside afternoon, relaxing fireside at dusk, or simply taking in the peaceful view of the deep lot stretching behind you, this space invites you to slow down and stay awhile. Step out back into huge fully fenced yard plus lot goes back behind fence, offering endless possibilities! As if that isn’t enough, you’ll have peace of mind year round with a whole house generator! If you’ve been waiting for a home that offers privacy without isolation, style without pretense, and outdoor living that feels like a true extension of the home, this home is the one that delivers! Incredible Longwood location with easy access to 434, 436, I4 plus close to multiple Publix, schools, lots of dining, Wekiva Island, Wekiwa Springs Park, Uptown Altamonte, Orlando Health, Advent Health and so MUCH MORE!! <>
Property Details
Price:
$655,000
MLS #:
O6403779
Status:
Active
Beds:
4
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
SWEETWATER OAKS SEC 08
Neighborhood:
32779longwoodwekivasprings
Listed Date:
May 1, 2026
Finished Sq Ft:
2,379
Total Sq Ft:
3,489
Lot Size:
29,999 sqft / 0.69 acres (approx)
Year Built:
1976
See this Listing
Schools
Elementary School:
Sabal Point Elementary
Middle School:
Rock Lake Middle
High School:
Lake Brantley High
Interior
Appliances
Dishwasher, Dryer, Electric Water Heater, Microwave, Range, Refrigerator, Washer
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Slate, Tile, Hardwood
Heating
Central, Electric
Interior Features
Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Skylight(s), Solid Surface Counters, Solid Wood Cabinets, Split Bedroom, Stone Counters, Thermostat, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
Levels
One
Exterior
Architectural Style
Traditional
Attached Garage YN
1
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Fire Pit, French Doors, Lighting, Private Mailbox, Sidewalk, Sliding Doors
Fencing
Wood
Garage Spaces
2
Lot Features
In County, Landscaped, Level, Near Public Transit, Oversized Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Oversized
Patio And Porch Features
Covered, Patio, Porch, Rear Porch, Screened
Roof
Shingle
Security Features
Smoke Detector(s)
View
Trees/Woods
Financial
HOA Fee
$325
HOA Fee Frequency
Semi-Annually
HOA Name
Michelle Tobyansen
HOA Phone
407-862-5606
Tax Year
2025
Taxes
$2,761
Map
Community
- Address106 LONESOME PINE DRIVE LONGWOOD FL
- SubdivisionSWEETWATER OAKS SEC 08
- CityLONGWOOD
- CountySeminole
- Zip Code32779
Subdivisions in LONGWOOD
- ACREAGE & UNREC
- ALAQUA LAKES
- ALAQUA LAKES PH 1
- ALAQUA LAKES PH 4
- BAY LAGOON UNIT 2
- BAY MEADOW FARMS
- BEASON SUB
- BELLA VISTA
- BIG TREE CROSSING PH 2
- BRADLEYS ADD
- BRANTLEY COVE
- BRANTLEY COVE NORTH
- BRANTLEY SHORES 1ST ADD
- CHELSEA PLACE
- CLUBSIDE AT SABAL POINT A CONDO
- COR JESU
- COUNTRY CLUB HEIGHTS UNIT 1
- CROWN OAKS
- CROWN OAKS 1ST ADD
- CRYSTAL CREEK UNIT 1
- CUTLER COVE
- DANBURY MILL UNIT 3A
- DES PINAR ACRES
- DEVONSHIRE
- DON PABLO TWNHMS AT MYRTLE STREET
- ENTZMINGER FARMS ADD 3
- ENTZMINGERS ADD 1
- FAIRWAY VILLAS
- FLORIDA CENTRAL COMMERCE PARK
- GOVERNORS POINT PH 2
- GOVERNORS POINT PH 3 SEC 1
- GOVERNORS POINT PH 3 SEC 2
- GREENWOOD ESTATES
- HANOVER POINTE
- HANOVER POINTE REP – REP
- HENSONS ACRES
- HENSONS ACRES REV OF BLK A
- HIDDEN OAK ESTATES
- HIGHLAND HILLS 1ST REP
- JENNIFER ESTATES
- KATHRYN PARK
- KNOLLWOOD 2ND ADD
- KNOLLWOOD 3RD ADD AMD
- LAKE BRANTLEY HILLS
- LAKE BRANTLEY ISLES 2ND ADD
- LAKE BRANTLEY ISLES AMD
- LAKE SEARCY SHORES
- LAKE VISTA AT SHADOWBAY
- LAKE WAYMAN HEIGHTS LAKE ADD
- LAKESIDE AT SHADOWBAY
- LAKEWOOD POINTE OFFICE PARK A LAND SITE CONDO
- LANDINGS THE
- LAZY ACRES
- LONGDALE
- LONGWOOD
- LONGWOOD CLUB
- LONGWOOD GREEN AMD
- LONGWOOD GREEN HILLS
- LONGWOOD NORTH
- LONGWOOD PARK
- LONGWOOD PLANTATION
- LONGWOOD-MARKHAM ESTATES
- MANCHESTER OAKS
- MANDARIN SEC 2
- MANDARIN SEC 8
- MARKHAM GLEN
- MARKHAM MEADOWS
- MEADOWS UNIT 1
- MEETS AND BOUNDS
- MEREDITH MANOR GOLF VIEW ESTATES SEC
- MEREDITH MANOR NOB HILL SEC
- MOLNARS ADD TO LONGWOOD
- MONTEREY SOUTH
- MYRTLE LAKE HILLS
- NELSON COURT
- NORTH COVE
- NORTHRIDGE RESERVE
- OAKMONT RESERVE
- PALM SPGS CONDO AT THE SPGS
- RANDS ADD TO LONGWOOD
- RANGELINE WOODS
- RAVENSBROOK
- RAVENSBROOK 1ST ADD
- RESERVE AT LAKE WILDMERE – PH 1
- RESIDENCES AT SABAL POINT A CONDO
- RESIDENCES AT SABAL POINT A CONDOMINIU
- RETREAT AT LAKE BRANTLEY
- RIVERSIDE AT THE SPGS
- SABAL POINT AMD
- SABAL POINT AT SABAL GREEN
- SABAL POINT SABAL GLEN AT
- SABAL POINT SABAL RIDGE AT
- SABAL POINT SABAL TRAIL AT
- SAN MARCO VILLAS A CONDO
- SANLANDO COUNTRY CLUB ESTATES
- SANLANDO SPGS
- SANLANDO SPGS LAKE OAKS SEC
- SANLANDO SPRINGS LAKE OAKS SECTION
- SHADOWBAY UNIT 1
- SHADOWBAY UNIT 2
- SHADOWBAY UNIT 2 PH 2
- SKY LARK IN THE WOODS UNIT 2
- SKY LARK UNIT 2 REP
- SLADES PLAN ROCK LAKE
- SLEEPY HOLLOW
- SPRINGS LANDING THE ESTATES AT
- SPRINGS LANDING UNIT 2
- SPRINGS LANDING UNIT 4
- SPRINGS THE
- SPRINGS THE DEERWOOD ESTATES
- SPRINGS THE SHADOWOOD VILLAGE
- SPRINGS THE SHADOWOOD VILLAGE SEC 2
- SPRINGS WHISPERING PINES
- SPRINGS WHISPERING PINES SEC 1
- SPRINGS WHISPERING PINES SEC 2
- SPRINGWOOD
- SPRINGWOOD VILLAGE
- SWEETWATER CLUB
- SWEETWATER CLUB ESTATES
- SWEETWATER CLUB UNIT 1
- SWEETWATER CLUB UNIT 1-A
- SWEETWATER CLUB UNIT 3
- SWEETWATER CLUB UNIT 4
- SWEETWATER COVE
- SWEETWATER OAKS
- SWEETWATER OAKS SEC 02
- SWEETWATER OAKS SEC 03
- SWEETWATER OAKS SEC 04
- SWEETWATER OAKS SEC 06
- SWEETWATER OAKS SEC 07
- SWEETWATER OAKS SEC 09
- SWEETWATER OAKS SEC 12
- SWEETWATER OAKS SEC 15
- SWEETWATER OAKS SEC 17
- SWEETWATER OAKS SEC 18
- SWEETWATER OAKS SWEETWATER SHORES 2
- SWEETWATER SPGS
- TERRA OAKS
- THE ENTERPRISE BLDG A CONDO
- THE SPRINGS
- TIBERON COVE
- WEKIVA CLUB ESTATES SEC 04
- WEKIVA COVE PH 4
- WEKIVA FAIRWAY TWNHMS
- WEKIVA GOLF VILLAS SEC 2
- WEKIVA GREEN
- WEKIVA HILLS SEC 02
- WEKIVA HILLS SEC 05
- WEKIVA HILLS SEC 08
- WEKIVA HUNT CLUB 1 FOX HUNT SEC 1
- WEKIVA HUNT CLUB 3 FOX HUNT SEC 3
- WEKIVA HUNT CLUB CONDO
- WEKIVA VILLAS CONDO
- WEKIVA VILLAS ON THE GREEN 2
- WEST WILDMERE
- WESTLAKE MANOR UNIT 1
- WHISPER WOOD AT SABAL POINT
- WHISPERING WINDS PH 2
- WILDMERE
- WILDMERE AMD
- WILDMERE MANOR
- WINDSOR AT SABAL WALK A CONDO
- WINDTREE WEST
- WINDTREE WEST UNIT 2
- WINGFIELD NORTH 2
- WINGFIELD RESERVE PH 2
- WINSOR MANOR
- WINSOR MANOR 1ST ADD
- WOODLANDS SEC 2
- WOODLANDS SEC 4
- WOODLANDS SEC 5
Market Summary
Current real estate data for Single Family in LONGWOOD as of May 03, 2026
209
Single Family Listed
70
Avg DOM
275
Avg $ / SqFt
$839,024
Avg List Price
Property Summary
- Located in the SWEETWATER OAKS SEC 08 subdivision, 106 LONESOME PINE DRIVE LONGWOOD FL is a Single Family for sale in LONGWOOD, FL, 32779. It is listed for $655,000 and features 4 beds, 2 baths, and has approximately 2,379 square feet of living space, and was originally constructed in 1976. The current price per square foot is $275. The average price per square foot for Single Family listings in LONGWOOD is $275. The average listing price for Single Family in LONGWOOD is $839,024. To schedule a showing of MLS#o6403779 at 106 LONESOME PINE DRIVE in LONGWOOD, FL, contact your Charles Rutenberg Realty agent at (407) 619-0129.
Similar Listings Nearby
Courtesy of FLORIDA HOME TEAM REALTY LLC. 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. 106 LONESOME PINE DRIVE
LONGWOOD, FL

