Location: Oviedo
Keyword(s): Lake Howell High
Keyword(s) High School: Lake Howell High
Do Not Show Listings
5750 OAK HOLLOW LN, OVIEDO, FL 32765
$3,150,00038 Days on yellowkey MLS ID: O6406954
REDUCED by $100,000 (3.1%) on 06/15/2026
Bed: 8 Bath: 4.5 Gar: 3 Liv Area Sq Ft: 5737 Built: 1985 Tax: $12,316 (2024)Community: N/ASpa: NoSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$12,316
Elementary School: Evans Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Virtually Staged. Welcome to Oak Hollow Manor, a rare 20-acre gated equestrian estate and private family compound tucked into one of Oviedo’s most desirable acreage corridors. Set deep within the property and surrounded by mature trees, open pasture, and high-and-dry usable land, this Southern ranch-style estate offers a unique combination of privacy, flexibility, and lifestyle opportunity just minutes from Oviedo, Winter Park, UCF, and Central Florida’s major conveniences. Built in 1985, the main residence features 6 large traditional bedrooms, 4.5 bathrooms, two large bonus rooms (that can be large bedrooms as well), and approximately 5,737 square feet of living space designed for comfortable estate living, multigenerational households, entertaining, working from home, or simply enjoying room to spread out. The downstairs primary suite includes a spacious bedroom, sitting area, and his-and-her closets, while the flexible floor plan also allows for a potential second downstairs primary-style suite with direct access to a full bathroom. Warm and inviting living spaces, generous room sizes, and timeless Southern estate character create a welcoming atmosphere while still offering the next owner opportunities to personalize and modernize to their taste. The land itself is one of the property’s most exceptional features. With approximately 5 fully fenced acres currently dedicated to horse grazing, A-1 zoning, and wide-open usable acreage, the property is ideally suited for equestrian enthusiasts, boutique farm operations, hobby farmers, bonfire gatherings, agricultural use, or buyers seeking long-term land value, privacy, and lifestyle flexibility in a highly sought-after Central Florida location. Major recent improvements provide additional value and peace of mind, including a new roof installed in 2022, a permitted 2,500+ square-foot metal barn with electric completed in 2022, and a newly constructed resort-style saltwater in-ground pool completed in 2026 and luxury vinyl plank flooring installed in 2025. Other recent improvements completed between 2022 - 2024 are kitchen updates, bathroom updates, interior and exterior paint, lighting and fixtures. The barn offers exceptional flexibility as an equestrian barn, workshop, hobby space, equipment storage building, or future entertainment pavilion. Two additional storage buildings provide even more utility and functionality. Out back, the newly completed pool creates a peaceful private retreat overlooking scenic acreage and mature natural surroundings, offering the feel of a secluded countryside estate while remaining close to everyday conveniences. Despite its private setting, the property is surrounded by established and desirable communities, including neighboring Aloma Woods. Additional features include three HVAC systems, with two replaced in 2021, no HOA, and zoning for top-rated Seminole County schools including Evans Elementary, Tuskawilla Middle, and Lake Howell High School. Trinity Prep is located just minutes away. With 20 acres and A-1 zoning, the property may also offer future flexibility for additional accessory structures or a potential accessory dwelling unit up to approximately 1,000 square feet, subject to Seminole County approval, permitting requirements, setbacks, and buyer verification.
Listing is courtesy of: CREEGAN GROUP (407-622-1111)
Listing Agent: Chris Creegan (407-622-1111)
5693 DALEY WAY, OVIEDO, FL 32765
$649,00089 Days on yellowkey MLS ID: O6396772
0 Days Off yellowkey (back on 6/15/2026)
REDUCED by $11,000 (1.7%) on 04/19/2026
Bed: 5 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2787 Built: 2009Monthly Fee: $93 Tax: $4,737 (2024)Community: Clifton ParkSingle Family
Taxes:$4,737
Elementary School: Eastbrook Elementary
Remarks: Under contract-accepting backup offers. Location, location! A Spacious home for sale in the desirable community of Clifton Park in Oviedo! Offering over 2,700 square feet of living space, this property is perfect for a growing family. Featuring 5 bedrooms and 3 bathrooms, this home provides both comfort and functionality. As you step inside, you’re welcomed by a bright and inviting interior with large windows, high ceilings, and carpet-free flooring throughout the main living areas. The open-concept family room and kitchen create the perfect space for relaxing evenings or entertaining guests. The kitchen is a dream for any cooking enthusiast, showcasing ample granite countertop space, a center island, abundant cabinetry, and a pantry for extra storage. The first floor includes a guest bedroom, ideal for visitors or multi-generational living. Upstairs, you’ll find the spacious primary suite along with three additional bedrooms. The conveniently located second-floor laundry room adds everyday ease. The primary suite overlooks the backyard and features a large walk-in closet. The en-suite bathroom includes dual vanities, a soaking tub, and a walk-in shower. A versatile loft area on the second floor provides the perfect space for a home office, media room, or additional living area. Step outside to your private outdoor retreat, complete with a covered lanai, sparkling pool, and fenced yard for added privacy. Additional highlights include a new AC system installed in 2021, a garage equipped with a Tesla charging outlet, and a pool table that can convey with the home, along with select garage items. Enjoy low HOA fees while taking advantage of fantastic community amenities, including a resort-style pool, clubhouse, playground, and recreational areas. Seminole county has Top rated school system. Ideally located near shopping and dining, with quick access to Hwy 417, less than 15 minutes to UCF, and just 20 minutes to Orlando International Airport. Schedule your showing today and make this beautiful home yours!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE 2 REALTY (407-393-5901)
Listing Agent: John Kelson (321-439-4936)
4662 TIFFANY WOODS CIR, OVIEDO, FL 32765
$479,00032 Days on yellowkey MLS ID: O6412661
1 Days Off yellowkey (back on 6/8/2026)
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2092 Built: 1985Monthly Fee: $29 Tax: $4,648 (2025)Community: Tiffany WoodsSingle Family
Taxes:$4,648
Elementary School: Red Bug Elementary
Tax Year: 2025
Remarks: Under contract-accepting backup offers. MULTIPLE OFFERS**SELLER CALLING FOR HIGHEST AND BEST BY 7PM SUNDAY, JUNE 7TH. OVERSIZED LOT 4 BEDROOM 3 BATHROOM HOME in a highly desirable Oviedo location.With a PRIVATE BACKYARD, STORAGE SHED, and numerous recent improvements, this home offers the perfect combination of comfort, functionality, and style.From the moment you arrive, you'll appreciate the enhanced curb appeal featuring updated STONE ACCENTS, STUCCO, and EXTERIOR PAINT (2021). The elevated front entry welcomes you into a bright and inviting home filled with NATURAL LIGHT. Inside, you'll find ENGINEERED HARDWOOD FLOORING throughout the main living areas, tile flooring in the bathrooms, and TRAVERTINE FLOORING in the kitchen, with absolutely NO CARPET anywhere in the home.The SPACIOUS FLOOR PLAN features an OPEN FAMILY ROOM and DINING ROOM COMBINATION, along with a separate entry foyer and staircase leading to the second floor. The beautifully RENOVATED KITCHEN is sure to impress with SOLID WOOD CABINETRY, GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, a FARMHOUSE SINK, STAINLESS STEEL VENT HOOD, UPDATED LIGHTING, and a WINDOW overlooking the PRIVATE BACKYARD. Additional cabinetry and pantry storage provide plenty of room for organization and functionality.Just off the kitchen is a warm and inviting living room featuring A CHARMING WOOD-BURNING FIREPLACE, and FRENCH DOORS that lead to your OVERSIZED COVERED and SCREENED-IN PATIO. This spacious outdoor living area overlooks the large PRIVATE BACKYARD, creating the perfect setting for entertaining guests, enjoying family gatherings, or simply relaxing while taking in the peaceful surroundings.The first floor also offers a spacious guest bedroom and a fully RENOVATED BATHROOM featuring a tub/shower combination, updated vanity, toilet, and fixtures, making it ideal for guests, multi-generational living, or a private home office setup.Upstairs, you'll find a welcoming landing area and the oversized primary suite, complete with a beautiful BAY WINDOW, LARGE CUSTOM WALK-IN CLOSET, and an UPDATED WALK-IN SHOWER. Two additional spacious bedrooms with large built-in closets share a recently updated bathroom featuring a tub/shower combination, a NEW vanity (2026), updated fixtures, and modern finishes.Step outside and enjoy your oversized, fully fenced backyard, offering plenty of room for entertaining, gardening, pets, or play. The storage shed provides additional space for tools, equipment, and seasonal items. Recent upgrades and improvements include: NEW Roof-2021 Exterior stone accents, stucco, and whole-house exterior paint-2021 Security system-2021 Water Heater-2022 Dishwasher-2022 NEW HVAC System-2025 NEW Fence-2025 Garage/office paint-2025 Fresh interior paint throughout, including walls, baseboards, and doors-2026 Kids' bathroom vanity-2026 Washer-2026 Situated in a prime Oviedo location, this home is zoned for TOP-RATED OVIEDO SCHOOLS and Located near the University of Central Florida, Oviedo on the Park, Oviedo Mall, Seminole State College, Full Sail University, Trinity Preparatory School, Tuskawilla, shopping, dining, entertainment, and the Seminole County Trail. Enjoy easy access to SR 417, Downtown Orlando, Winter Park, Orlando International Airport, and Central Florida's world-famous attractions.This exceptional home offers the perfect blend of location, lifestyle, and peace of mind with major system updates already completed. Don't miss your opportunity to make it yours and create memories for years to come!
Listing is courtesy of: THE WILKINS WAY LLC (407-874-0230)
Listing Agent: Pamela Grabenhorst (407-616-5557)
2695 CYPRESS HEAD TRL, OVIEDO, FL 32765
$634,00035 Days on yellowkey MLS ID: O6412074
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2368 Built: 1998Monthly Fee: $99 Tax: $5,539 (2025)Community: Aloma WoodsSpa: YesSingle Family
Taxes:$5,539
Remarks: Virtually Staged. Welcome to Aloma Woods, one of Oviedo’s most sought-after gated communities, ideally located within top-rated Seminole County school zones and just minutes from shopping, dining, parks, trails, UCF, major employers, and easy access to SR 417. Situated on a spacious corner lot, this beautifully maintained pool home offers 4 bedrooms plus a dedicated office/flex space and an open, functional floor plan designed for both everyday living and entertaining. The kitchen features upgraded cabinetry with soft-close drawers, upgraded appliances, and overlooks the main living areas. Fresh interior paint, no carpet throughout, and custom closet built-ins in every bedroom make this home truly move-in ready. The spacious primary suite includes a private bonus area that can serve as a home office, nursery, fitness space, or relaxing sitting room, along with a large custom walk-in closet. The guest bathroom was completely remodeled in 2025, adding a modern touch to the home’s many updates. Step outside and enjoy your own private Florida retreat featuring a heated pool and spa, BRAND-NEW POOL PUMP (2026), and a new ceiling fan on the covered lanai. Additional improvements include a BRAND-NEW WATER GAS HEATER(2026), new dishwasher (2024), updated tile flooring in the primary and secondary bedroom (2024), gutters installed (2021), updated exterior garage lighting, and a recently replaced AC fan motor. For added peace of mind, the home is equipped with WiFi-enabled security cameras around the entire perimeter that can be viewed remotely or through your TV. Combining flexible living spaces, thoughtful upgrades, a prime corner lot location, and the security of a gated community, this Aloma Woods gem offers the perfect blend of comfort, convenience, and Florida lifestyle living. Don’t miss your opportunity to call it home!
Listing is courtesy of: EXP REALTY LLC (407-706-5000)
Listing Agent: Stephany Cornelius (407-304-7369)
5707 DEEP LAKE RD, OVIEDO, FL 32765
$549,00033 Days on yellowkey MLS ID: O6410638
1 Days Off yellowkey (back on 6/11/2026)
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2322 Built: 2009Monthly Fee: $93 Tax: $3,464 (2025)Community: Clifton ParkSingle Family
Taxes:$3,464
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained two-story home in one of Oviedo’s most inviting communities. The primary suite is conveniently located on the first floor, while the high ceilings and open layout create a bright, welcoming feel from the moment you enter. The kitchen opens to the main living area, making it ideal for entertaining, while an additional sitting room at the front of the home provides flexible space for relaxing, hosting, or gathering with family. The rest of the 3 bedrooms are located upstairs along with the loft/flex area which is perfect for a home office, playroom, media space, or whatever fits your lifestyle. Step outside to a peaceful, beautifully landscaped and fully fenced backyard. The pergola adds charm and function, creating a wonderful space for morning coffee, quiet evenings, or outdoor entertaining. The community also offers a pool, plus a pond-side walking trail that is perfect for daily walks, fresh air, and time outside with your dogs. Major updates include a 2022 roof that is still under warranty, 2019 AC, and new interior and exterior paint in 2018. The location is also a major plus, approximately 10–15 minutes to Oviedo on the Park, with convenient access to Cross Seminole Trail, Twin Rivers Golf Club, UCF, SR-417, shopping, dining, and local parks. Zoned for the highly desirable Seminole County schools. This home offers the space, setting, and lifestyle buyers love in Oviedo.
Listing is courtesy of: COMPASS FLORIDA LLC (407-203-9441)
Listing Agent: Melissa Condrey (407-505-9339)
2878 PEWTER MIST CT, OVIEDO, FL 32765
$448,900119 Days on yellowkey MLS ID: O6389167
0 Days Off yellowkey (back on 6/8/2026)
Bed: 3 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 1763 Built: 2011Monthly Fee: $159 Tax: $3,329 (2024)Community: Brooks LandingSingle Family
Taxes:$3,329
Elementary School: Rainbow Elementary
Remarks: Under contract-accepting backup offers. One or more photos has been virtually staged. Back to the market with Recent upgrades, NEW luxury vinyl plank flooring in all 3 bedrooms, on the stairs, and the living room. Welcome to your new home! This beautiful two-story property is ideally located in the highly desirable Oviedo area, offering convenient access to restaurants, markets, banks, parks, shopping centers, the hospital, and Oviedo Mall. The home features an excellent floor plan with the primary bedroom located on the first floor for added comfort and privacy. All bedrooms offer comfortable sizes, and the bathrooms are beautifully maintained and designed. Upstairs includes a versatile space that can be used as a home office, study area, or flex room, perfect for today’s lifestyle needs. Located within a community served by top-rated “A” schools, this property offers both quality living and an outstanding location. HOA includes maintenance of the back fence, weekly lawn care, irrigation/sprinkler service, and regular tree pruning. The property includes a Ring doorbell with camera for added convenience and security. Don’t miss the opportunity to make this exceptional home yours.
Listing is courtesy of: WEICHERT REALTORS HALLMARK PROPERTIES (407-644-5385)
Listing Agent: Maru Reyes (407-729-7622)
7030 WINDING LAKE CIR, OVIEDO, FL 32765
$719,00035 Days on yellowkey MLS ID: O6412458
1 Days Off yellowkey (back on 6/7/2026)
Bed: 4 Bath: 3.0 Gar: 3 Liv Area Sq Ft: 2661 Built: 2005Monthly Fee: $125 Tax: $3,457 (2025)Community: KenmureSingle Family
Taxes:$3,457
Remarks: Looking for Beauty and PRIVACY in a Sought-After Community? You’ve Found It! This Gorgeous 4 Bedroom, 3 Full Bath, Pool Home sits on an Oversized Premium Lot where CONSERVATION abounds in the Back of the home, in the Desirable Gated Community of Kenmure, a community on the edge of Oviedo, close to Winter Springs, Florida! The photos merely give a taste of the CHARM this home has. Enjoy the Three-Way open Split Plan offering Privacy and a Sense of Belonging. Engineered Bamboo Flooring in Master Suite, Formal Living Room and Formal Dining Room. BRAND NEWLY INSTALLED PELLA WINDOWS THROUGHOUT THE HOME - Warranty transferable to New Owner. BRAND NEW QUARTZ COUNTER-TOPS with Double Vanities, Walk-in Shower and a Relaxing Garden Tub and Large NEW Window in the Owner’s Suite. The Beautiful Owner’s Suite is HUGE-and Inviting with a Tray Ceiling. It offers a Sliding-door access to the Sparkling Pool and a separate Double-Mirrored Wardrobe for Extra Clothes Storage. The 4th bedroom is used as a Business Storage Office. Soak up the Relaxing Ambience and Enjoy your hot or cold Beverage and Bask into Nature of the Lush backdrop of Conservation as well as the music from the Tweets of singing Birds while submerging into the Sparkling Pool. Or simply Stretch out on the Patio and erase all Stress from the day. Become one with Nature in this Peaceful Setting! The Spacious Kitchen will Charm you, Boasting of Recessed Lighting, Stainless Steel Appliances and 42” Cabinets with Crown Moldings and Stilestone Countertops.. A Wired Security System in place. (Sensors on every Door and Window and Motion Detector in Family Room) TERMITE BOND since construction (renewed annually) New AC installed September 2025 NEW ROOF installed June 2021 NEW WATER HEATER installed November 2020 Washer/Dryer do not convey Excellent Location with Seminole County A-Rated schools, Close to restaurants, shopping, UCF, 417 and 408 highways. The Oviedo Hospital /Medical Center is only 1.9 miles away. WELCOME HOME!!
Listing is courtesy of: UNITED REALTY GROUP INC (954-450-2000)
Listing Agent: Jennifer Thompson (407-489-8303)
1909 SUMMER CLUB DR #301, OVIEDO, FL 32765
$255,00053 Days on yellowkey MLS ID: O6408198
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1180 Built: 1998 Tax: $2,678 (2025)Community: Villas At Lakeside A CondoCondo
Taxes:$2,678
Remarks: Welcome to this beautifully updated 3-bedroom, 2-bathroom condo tucked away in the rear of the highly desirable Villas at Lakeside community in Oviedo. Situated on the third floor with peaceful forest views, this move-in-ready home offers the perfect blend of privacy, comfort, and convenience in one of Seminole County’s most sought-after locations. Boasting approximately 1,180 square feet, the thoughtfully designed split floor plan features spacious living and dining areas enhanced by crown molding and updated laminate flooring throughout the entire home. The kitchen offers new stainless steel appliances, ample cabinetry, and an open flow perfect for everyday living and entertaining. The generous primary suite and secondary bedrooms provide comfortable living space, each with their own walk in closets. Large windows allow for abundant natural light and serene wooded views. Step outside to your private balcony and enjoy the setting surrounded by mature trees — the ideal place to relax with your morning coffee or unwind at the end of the day. Residents of Villas at Lakeside enjoy access to amenities including a swimming pool, fitness center, tennis courts, playground, and scenic walking areas. Conveniently located just minutes from the University of Central Florida (UCF), Oviedo on the Park, shopping, dining, and major highways including SR 417, this location offers easy access to Orlando and surrounding areas. Whether you are searching for a primary residence, investment opportunity, or low-maintenance lifestyle, this beautifully maintained condo delivers exceptional value in an unbeatable Oviedo location. Schedule your private showing today!
Listing is courtesy of: VAN DEN BERG REAL ESTATE GROUP (407-739-9970)
Listing Agent: Caroline Van Den Berg (407-739-9970)
1673 LAKELET LOOP, OVIEDO, FL 32765
$500,000166 Days on yellowkey MLS ID: O6375835
3 Days Off yellowkey (back on 3/9/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1846 Built: 2005Monthly Fee: $59 Tax: $3,607 (2025)Community: Regency EstatesSingle Family
Taxes:$3,607
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained single-story Florida home featuring a bright open floor plan, tile flooring throughout the main living areas, and high ceilings that create an airy, spacious feel. The open kitchen offers ample cabinetry, granite countertops, stainless steel appliances, a breakfast bar, and clear sightlines into the living and dining spaces—perfect for entertaining. The primary suite is generously sized with carpeted flooring, a large walk-in closet, and an ensuite bathroom featuring dual vanities, a soaking tub, and a separate glass-enclosed shower. Additional bedrooms provide flexibility for guests, a home office, or a den. Enjoy Florida living year-round in the screened-in lanai overlooking a fully fenced backyard, ideal for relaxing, pets, or outdoor gatherings. Additional highlights include recessed lighting, ceiling fans, neutral paint, a two-car garage, and a dedicated laundry room. Conveniently located near shopping, dining, major roadways, and everyday amenities, this move-in-ready home is an excellent opportunity for buyers seeking comfort, functionality, and a desirable neighborhood.
Listing is courtesy of: KELLER WILLIAMS CLASSIC (407-292-5400)
Listing Agent: Kwaku Mitchell (407-494-8533)
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