Location: Winter Park
Keyword(s): Tuskawilla Middle
Keyword(s) Middle School: Tuskawilla Middle
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5143 LAZY OAKS DR #5143, WINTER PARK, FL 32792
$275,00092 Days on yellowkey MLS ID: O6398856
REDUCED by $5,000 (1.8%) on 06/29/2026
Bed: 2 Bath: 2.0 Gar: 1 Liv Area Sq Ft: 1008 Built: 1984 Tax: $668 (2024)Community: Lazy Oaks CondoCondo
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$668
Elementary School: Eastbrook Elementary
High School: Lake Howell High
Tax Year: 2024
Middle School: Tuskawilla Middle
Remarks: Quiet Living in the Desirable Lazy Oaks Community of Winter Park. Welcome to the peaceful, well-established community of Lazy Oaks in highly sought-after Winter Park. This hidden gem offers beautifully landscaped grounds, meticulous maintenance, and the added benefit of a low HOA. This lovingly maintained 2-bedroom, 2-bath home features a spacious, thoughtfully designed floor plan with an attached garage. The home is ideally located near top-rated schools, shopping, dining, and provides convenient access to major highways. Inside, you’ll find a neutral color palette complemented by ceramic tile and wood laminate flooring throughout. The efficient kitchen boasts gleaming white countertops, rich wood cabinetry, and a large pantry for ample storage. The expansive great room offers flexible space for both dining and living areas, complete with a cozy wood-burning fireplace—perfect for relaxing or entertaining. Sliding glass doors open to a large, screened private lanai, ideal for morning coffee or evening unwinding. The spacious primary suite features an en suite bath with dual sinks, a large vanity, walk-in shower, and a generous closet. A split-bedroom layout provides added privacy, with a secondary bedroom and additional full bath. Additional highlight: HVAC replaced in 2021. Don’t miss this opportunity to make your home in one of Winter Park’s most charming and convenient communities!
Listing is courtesy of: KELLER WILLIAMS REALTY AT THE PARKS (407-629-4420)
Listing Agent: Mindy Machock (407-461-1866)
1287 VERDANT GLADE PL, WINTER PARK, FL 32792
$825,00082 Days on yellowkey MLS ID: O6400331
REDUCED by $22,000 (2.6%) on 06/19/2026
Bed: 4 Bath: 3.5 Gar: 2 Liv Area Sq Ft: 3020 Built: 2020Monthly Fee: $413 Tax: $6,133 (2025)Community: Meadows At Hawks CrestSingle Family
Taxes:$6,133
Tax Year: 2025
Remarks: **This house comes with a REDUCED RATE through the seller's preferred lender. This is a lender-paid rate buydown that reduces the buyer's interest rate and monthly payment.** Welcome to 1287 Verdant Glade Place in Winter Park, a spacious two-story home offering 4 bedrooms, 3 full baths, 1 half bath, and a dedicated office, all thoughtfully arranged within an open floorplan designed for both comfortable living and easy entertaining. Inside, the home feels bright, expansive, and well connected, with generous living areas that flow naturally from one space to the next. The open design creates an inviting setting for everyday routines, gatherings, and holiday hosting, while the separate office adds flexibility for working from home, studying, or creating a quiet retreat. With two primary bedroom suites, a large game room, and an additional loft, there is plenty of space to accommodate guests, a growing household, or changing lifestyle needs. The home also features thoughtful upgrades that elevate both style and function. A gourmet kitchen serves as the heart of the home, complete with quartz countertops, 42-inch cabinetry, and the kind of workspace and storage today’s buyers appreciate. Eight-foot interior doors add to the sense of scale throughout, while details such as a pocket door in the bathroom enhance convenience and flow. Large sliding glass doors open wide to create a seamless connection between the indoor living spaces and the outdoor entertaining area. Step outside to an oversized screened and covered patio that extends the living space and creates a relaxing place to enjoy morning coffee, outdoor dining, or quiet evenings at home. Beyond the patio, the private yard offers even more appeal, with no rear neighbors behind the home for added privacy and a more open feel. The rear eastern exposure welcomes beautiful morning sun, making the backyard setting especially enjoyable at the start of the day. Located in Winter Park, the home benefits from a highly desirable area known for its established residential feel, convenient access to shopping and dining, and close proximity to parks, schools, and major roadways. The neighborhood adds to the home’s appeal by offering a blend of comfort, accessibility, and the everyday convenience that makes Winter Park such a sought-after place to live. With its flexible two-story layout, dual primary suites, game room, loft, gourmet kitchen, oversized patio, and private backyard setting, 1287 Verdant Glade Place delivers the space, upgrades, and lifestyle features buyers are looking for.
Listing Agent: Thomas Nickley, Jr (407-629-4420)
2676 BARBADOS DR, WINTER PARK, FL 32792
$340,00047 Days on yellowkey MLS ID: O6411958
2 Days Off yellowkey (back on 6/26/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1743 Built: 1978Monthly Fee: $98 Tax: $4,131 (2025)Community: Windward Square Sec 2Townhouse
Taxes:$4,131
Remarks: Under contract-accepting backup offers. Welcome to this beautifully maintained 3-bedroom, 2-bathroom corner-unit townhome located in the heart of Winter Park. Offering 1,743 square feet of thoughtfully designed living space, this home combines comfort, style, and an unbeatable location just minutes from shopping, dining, parks, and top-rated schools. The desirable corner-unit placement provides added privacy, extra natural light, and a spacious feel throughout. Inside, you’ll find luxury vinyl plank flooring flowing seamlessly throughout the home and a stunning vaulted ceiling that creates an airy, open atmosphere in the living room. The beautifully updated kitchen is truly the centerpiece of the home, featuring gorgeous wood countertops, ample cabinet space, and an open-concept layout perfect for entertaining family and friends. Step outside to the rear screened-in patio and enjoy peaceful pond views in your own private outdoor retreat. Whether you’re sipping your morning coffee or unwinding after a long day, this tranquil space offers the perfect setting to relax and enjoy Florida living year-round. This exceptional Winter Park townhome is a rare opportunity you won’t want to miss.
Listing is courtesy of: KELLER WILLIAMS WINTER PARK (407-545-6430)
Listing Agent: Joseph Sipp (407-820-7016)
3641 OAK VISTA LN, WINTER PARK, FL 32792
$475,00037 Days on yellowkey MLS ID: O6412855
0 Days Off yellowkey (back on 6/26/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1645 Built: 1981 Tax: $1,562 (2025)Community: Garden Lake Estates Unit 2Spa: NoSingle Family
Taxes:$1,562
Elementary School: Red Bug Elementary
Remarks: Under contract-accepting backup offers. Welcome to Winter Park. VIEW VIRTUAL TOUR! The Original Owner has meticulously cared for this home and the pride of ownership shines through. The real showstopper is your private outdoor oasis! Enjoy Florida’s endless sunshine in the expansive, screened-in back porch and pool area—perfect for year-round gatherings, pool parties, and quiet weekends at home. Have your morning coffee or afternoon cocktails sitting out back on the porch enjoying the birds. This large, fenced 120 x 80-foot yard provides plenty of room for little ones and pets to play, gardening, or simply unwinding. for comfortable Florida living! Perfectly situated in a desirable, close-in location and zoned for award-winning Seminole County schools, this remodeled, one-story home offers the ideal setting for all family households. Step inside and discover an inviting split floor plan featuring 3 spacious bedrooms and 2 modern bathrooms. The formal living and dining rooms create an elegant atmosphere for entertaining, while the stunning remodeled kitchen is light and bright, complete with contemporary finishes and new appliances. Relax in the cozy family room, where a charming brick wood-burning fireplace adds warmth and ambiance on cool evenings. You do have formal areas that have a multitude of options for space where YOU Need it. Once you get to the kitchen you will be amazed with the sleek white brand new cabinets with trendy quart counters and a gorgeous back splash. WOW! You can enjoy yourself while you are at the sink and watch whatever is going on in the backyard. No expense spared with banks of drawers too. Additional highlights include a 2-car garage, newer windows for energy efficiency, and NO HOA—giving you the freedom to truly make this home your own. Bring your camper, toys because you have loads of room in the backyard to work on multiple projects. Roof and A/C are 2021 adding to peace of mind with your insurance 4 point inspection. Garage is even 24x21. With ample parking, an amazing outdoor space, and proximity to top-rated schools, shopping, dining, and major highways, 3641 Oak Vista Lane delivers the ultimate Florida lifestyle for your family inside the home and outside. You deserve your own Backyard paradise. Don’t miss the opportunity to make this move-in ready Winter Park gem your forever home. Seminole County schools complete the package. Schedule your private tour today!
Listing is courtesy of: CHARLES RUTENBERG REALTY ORLANDO (407-622-2122)
Listing Agent: Laurie Cain (407-484-9944)
2712 TORTOISE CV, WINTER PARK, FL 32792
$235,00022 Days on yellowkey MLS ID: O6419150
Bed: 2 Bath: 1.0 Gar: 1 Liv Area Sq Ft: 924 Built: 1981 Tax: $2,442 (2025)Community: Slovak VillageHalf Duplex
Taxes:$2,442
Remarks: Why Rent WHEN you can own this 2 bedroom 1 bath single car garage on this 1/2 duplex with NO HOA. Located conveniently to all major roads, shopping, schools and restaurants. New roof installed 2025. Don't hesitate to come view!
Listing Agent: Lisa Wright (321-231-3141)
2648 GALLIANO CIR, WINTER PARK, FL 32792
$355,000141 Days on yellowkey MLS ID: S5144547
Bed: 2 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1550 Built: 2004Monthly Fee: $175 Tax: $4,736 (2024)Community: Vistas At Lake HowellTownhouse
Taxes:$4,736
Elementary School: Sterling Park Elementary
Remarks: Welcome to Winter Park two-story townhome located in the private, gated community of Vistas at Lake Howell. This 2 bedroom, 2.5 bathroom home offers approximately 1,550 sq ft of living space. The kitchen features stainless steel appliances, including dishwasher, range, refrigerator, and microwave. The living and dining room combination provides an open and functional layout. All bedrooms are located upstairs, along with a conveniently located laundry room (washer and dryer included). The primary bedroom features a custom-designed closet and an en-suite bathroom. Ceiling fans are installed in multiple rooms. Additional highlights include a half bathroom downstairs, a screened-in private back patio/porch, and an attached one-car garage. Ideally situated near SR-436 and I-4, offering easy access to shopping, dining, and major highways. ****Home square footage, taxes, lot sizes, and schools are to be independently verified.***
Listing is courtesy of: ALLEGIANT MANAGEMENT GROUP INC (407-557-3164)
Listing Agent: Elizabeth Santiago Moyet (321-231-2105)
5350 ORANGE AVE, WINTER PARK, FL 32792
$469,90026 Days on yellowkey MLS ID: O6415309
1 Days Off yellowkey (back on 6/23/2026)
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1863 Built: 2011 Tax: $5,520 (2025)Community: Suburban HomesSingle Family
Taxes:$5,520
Remarks: Under contract-accepting backup offers. 4 BEDROOM | 2 BATH | 1,863 SQ FT + TINY HOUSE GUEST SUITE | CUSTOM BUILD | NO HOA | WINTER PARK | Located just minutes from the charm and energy of Downtown Winter Park, this exceptional custom-built residence offers a rare opportunity to enjoy thoughtfully crafted living in one of Central Florida's most convenient and desirable corridors. Built in 2011 in a quiet community with no HOA restrictions, the home combines quality construction, modern aesthetics, and an outstanding lifestyle location that is difficult to replicate at this price point. From its welcoming front porch to its expansive backyard retreat, the property is designed for both comfortable everyday living and effortless entertaining. Situated on a generous 70-foot wide lot, the double-wide driveway, attached garage, and extra-wide side yard with a double-wide 11'6" gate provide exceptional utility for those with a boat, RV, or trailer — a rare and coveted feature with no association limitations. Throughout the interior, custom solid wood built-ins and cabinetry lend a warmth and permanence seldom found in production construction. The kitchen serves as the true centerpiece of the home, featuring custom solid wood cabinetry with pull-out pantry shelves, an extra-large entertaining island with abundant storage, solid stone countertops, and a striking tray ceiling with LED lighting that creates an elevated, modern ambiance. The open layout connects seamlessly to the living spaces and flows naturally toward the screened rear porch and the large, private backyard beyond. The private primary suite offers a genuine retreat experience, complete with a tray ceiling, generous walk-in closet, and a beautifully appointed en-suite bath featuring both a separate shower and soaking tub. Custom built-ins throughout the additional bedrooms add function and character at every turn. At 1,863 square feet, the main residence is complemented by a fully finished 156-square-foot backyard suite constructed in 2022, complete with a kitchenette and full bathroom — bringing the total living footprint to just over 2,000 square feet. Whether utilized for guests, extended family, a home office, or income-generating potential, this additional structure adds a remarkable dimension of flexibility and value rarely found in this market. The durable metal roof and quality of construction throughout speak to a home built with longevity in mind. Freshly painted and brand new, high-end Waterproof Laminate flooring throughout. Energy efficiency is woven into the fabric of the home as well, with open-cell spray foam insulation in the attic and a smart water heater working together to meaningfully reduce utility costs — a genuine and ongoing financial benefit that discerning buyers will appreciate. All of this, positioned less than ten minutes from Publix, Starbucks, and Costco, and within fifteen minutes of the boutique dining, shopping, and cultural offerings of Downtown Winter Park.
Listing is courtesy of: ABSOLUTE REALTY GROUP, LLC (407-673-1400)
Listing Agent: Bruce Gordon (407-580-6566)
1316 BLUE STEM LN, WINTER PARK, FL 32792
$725,00031 Days on yellowkey MLS ID: O6416828
Bed: 4 Bath: 2.5 Gar: 2 Liv Area Sq Ft: 2196 Built: 2022Monthly Fee: $243 Tax: $6,788 (2025)Community: Landings At Hawks CrestSingle Family
Taxes:$6,788
Remarks: Welcome to this stunning Taylor Morrison Boca model in the highly desirable Hawks Crest gated community. This beautifully maintained 4-bedroom, 2.5-bath home offers an exceptional blend of luxury, comfort, and modern convenience. Upon entry, you're greeted by a dramatic two-story foyer with soaring 20-foot ceilings and abundant natural light. The open-concept living spaces feature luxury vinyl plank flooring throughout, plantation shutters, and corner sliding glass doors that seamlessly connect indoor and outdoor living. Enjoy breathtaking west-facing water views, a picturesque fountain and bridge backdrop, and spectacular sunset views from your private backyard. One of the home's standout features is its generously sized, aluminum-fenced backyard, offering ample space for outdoor entertaining, play, pets, gardening, or even a future pool while still enjoying tranquil waterfront views. Thoughtful smart-home upgrades include electric curtains on the sliding doors, Eufy security cameras, smart door locks, and a MyQ-enabled garage door. The oversized two-car garage also features convenient touchpad access. Residents of Hawks Crest enjoy resort-style amenities including a community pool, fitness center, clubhouse, playground, and scenic walking trails. Outdoor enthusiasts will appreciate direct access to Lake Howell for kayaking and canoeing. HOA dues include professional landscaping maintenance, allowing homeowners to enjoy a beautifully maintained property with less upkeep. This move-in-ready home offers the perfect combination of elegant design, premium upgrades, abundant outdoor space, low-maintenance living, and an unbeatable waterfront lifestyle.
Listing is courtesy of: AFFINITY REALTY LLC (407-706-6961)
Listing Agent: Matthew Fong (321-274-3287)
256 LEWFIELD CIR #256, WINTER PARK, FL 32792
$184,900185 Days on yellowkey MLS ID: O6367842
1 Days Off yellowkey (back on 6/19/2026)
Bed: 2 Bath: 2.0 Liv Area Sq Ft: 927 Built: 1973Monthly Fee: $465 Tax: $1,916 (2025)Community: Stratford A Winter Park CondoCondo
Taxes:$1,916
Elementary School: English Estates Elementary
Remarks: This charming and well-maintained 2 bedroom, second-floor condo in Winter Park is ready for you to call your own! The home features comfortable carpeted living areas throughout. The centrally located galley kitchen offers plenty of cabinet and counter space and connects directly to the dining room. The spacious living room gets plenty of natural light through large sliding glass doors, opening to a covered and screened rear porch with a pool view. The primary suite features a walk-in closet and a private bath with a floor-to-ceiling tiled walk-in shower. The HOA completed roofing and plumbing improvements in 2019, and all exterior and grounds maintenance is handled by the on-site HOA. The Stratford community offers two pools, a community and fitness center, and tennis courts. Just minutes from popular Downtown Winter Park with its dining and shopping, with easy highway access via the 417 and I-4, and surrounded by nearby lakes and parks, this is one opportunity you don’t want to miss. Call today to schedule your private tour!
Listing is courtesy of: LA ROSA REALTY LLC (321-939-3748)
Listing Agent: Renee Kumar Llc (407-756-4422)
2054 EASTBROOK BLVD, WINTER PARK, FL 32792
$500,00043 Days on yellowkey MLS ID: V4949389
Bed: 4 Bath: 3.0 Gar: 2 Liv Area Sq Ft: 2031 Built: 1966 Tax: $5,054 (2025)Community: Eastbrook Sub Unit 8Single Family
Taxes:$5,054
Remarks: Check out this private pool home in lovely Winter Park. Offers 4 bedrooms, 3 baths and a 2 car garage. Huge kitchen overlooking family room. Inside laundry room. Fenced backyard. Zoned for Lake Howell High School.
Listing is courtesy of: LPT REALTY, LLC (877-366-2213)
Listing Agent: Melissa Stalzer (386-405-3457)
3374 HAMLET LOOP, WINTER PARK, FL 32792
$365,00076 Days on yellowkey MLS ID: O6403488
REDUCED by $5,000 (1.4%) on 06/16/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1397 Built: 1994Monthly Fee: $63 Tax: $5,326 (2024)Community: Villas Of Casselberry Ph 3Single Family
Taxes:$5,326
Remarks: Tucked inside a quiet Winter Park neighborhood, this three-bedroom, two-bath home offers a comfortable layout and a sense of privacy that’s hard to find. No rear neighbors and a tree-lined backyard create a peaceful setting you’ll appreciate every day. The main living area is open and versatile, allowing you to arrange the space in a way that truly fits your lifestyle. The living room and dining room flow into the kitchen, where you’ll find lots cabinet storage, eat in space, and a view out to the backyard. The primary suite is conveniently located on the main floor, featuring generous windows that bring in natural light, a walk-in closet, and an updated en suite bath. A half bath downstairs adds convenience for guests. Upstairs, two spacious bedrooms share a full bath, offering comfortable separation from the main living areas. The Villas of Casselberry community has a pool for you to enjoy. The location places you just minutes from Park Ave’s shops, dining, events and great parks. With easy access to major roads and a central location close to Rollins, UCF, Full Sail and downtown Orlando, this home offers both comfort and connectivity. If you’ve been looking for space, privacy, and a well located Winter Park address, this one is worth seeing in person. Schedule your showing today!
Listing is courtesy of: KELLER WILLIAMS ADVANTAGE REALTY (407-977-7600)
Listing Agent: Barrett Spray (407-927-3650)
1032 MANCHESTER CIR, WINTER PARK, FL 32792
$464,900147 Days on yellowkey MLS ID: O6383113
0 Days Off yellowkey (back on 6/16/2026)
REDUCED by $5,100 (1.1%) on 06/11/2026
Bed: 4 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1787 Built: 1976 Tax: $1,535 (2025)Community: Howell Estates RepSpa: NoSingle Family
Taxes:$1,535
Remarks: Welcome to this beautifully maintained 4-bedroom, 2-bath pool home nestled in one of the desirable neighborhoods of Winter Park within Seminole County. Offering the perfect blend of comfort, space, and Florida living, this home is designed for both everyday enjoyment and effortless entertaining. Step inside to discover a spacious, light-filled floor plan featuring generous living areas, well-sized bedrooms, and a thoughtfully designed layout ideal for families or guests. Out back, you’ll find your own private oasis. The freshly resurfaced sparkling pool and expansive backyard provide the perfect setting for weekend barbecues, gatherings with friends, or simply relaxing under the Florida sunshine. With plenty of room to entertain, play, or unwind, this outdoor space truly sets the home apart. The property also features a metered irrigation system, helping maintain the lush landscaping efficiently and economically. Conveniently located near top-rated schools, shopping, dining, and major roadways, this exceptional property combines comfort, convenience, and the charm that makes Winter Park such a wonderful place to call home. Recent updates include: Pool resurfaced – April 2026 Roof replaced – 2022 New electrical panel – 2025
Listing is courtesy of: BHHS FLORIDA REALTY (407-406-5300)
Listing Agent: Nancy Morales (321-747-7448)
7771 COUNTRY PL #7, WINTER PARK, FL 32792
$219,900225 Days on yellowkey MLS ID: O6364384
3 Days Off yellowkey (back on 6/12/2026)
Bed: 3 Bath: 2.0 Liv Area Sq Ft: 1230 Built: 1987Monthly Fee: $340 Tax: $2,950 (2024)Community: Goldenrod Villas CondoCondo
Taxes:$2,950
Remarks: Under contract-accepting backup offers. Motivated Seller....Fantastic 3-Bedroom, 2-Bathroom Condo Located in the Highly Desirable Winter Park Area! This Home Features an Open Galley Kitchen with a High Vaulted Ceiling and a Convenient Pantry. The Spacious Living/Dining Room Combination Also Boasts Vaulted Ceilings and Fills with Natural Light Through the Sliding Glass Doors, Creating an Inviting Yet Cozy Atmosphere. Beautiful Laminate Flooring Flows Throughout, and the Split Floor Plan Offers Ideal Privacy. Down One Hallway, You Will Find Two Well-Sized Bedrooms and a Shared Full Bathroom with a Shower/Tub Combo. Off The Family Room, The Master Suite Is Generously Sized and Includes Two Separate Sinks. A Large Walk-In Closet Provides Excellent Storage, and the Sliding Glass Door Leads to Your Own Private Fenced-In Yard, Perfect for Plants, Gardening, or Extra Seating When Entertaining. Just A Short Walk from Your Reserved Parking Spaces, You'll Find the Clean and Refreshing Community Pool, Making Relaxation Effortless. Don’t Miss This Opportunity—Call Today to Schedule Your Showing! Lease Must Be Honored Until 11/30/26 with a Rental Rate of $1,850.00 Monthly
Listing is courtesy of: OUTLET REALTY (407-353-5518)
Listing Agent: Ivan Tobon (407-353-5518)
1535 LAWNDALE CIR, WINTER PARK, FL 32792
$450,00034 Days on yellowkey MLS ID: C7527235
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1676 Built: 1986Monthly Fee: $50 Tax: $5,433 (2025)Community: Country LaneSpa: NoSingle Family
Taxes:$5,433
Remarks: Discover this well maintained 3 bedroom, 2 bathroom home offering 1,676 sq ft of comfortable living space. The home features a spacious layout with inviting living and dining areas that flow seamlessly into the kitchen, creating a great setup for everyday living and entertaining. The primary suite includes a private bathroom and generous closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. Step outside to your own private backyard retreat featuring a pool and fully fenced yard, perfect for relaxing, entertaining, and enjoying the Florida lifestyle. Located in a quiet residential neighborhood, this move-in ready home is easy to show and ready for its next owner.
Listing is courtesy of: SOVEREIGN REAL ESTATE GROUP (305-662-1502)
Listing Agent: Raul Pino (305-662-1502)
3440 ALLSTON LN, WINTER PARK, FL 32792
$405,00080 Days on yellowkey MLS ID: O6401731
REDUCED by $15,000 (3.6%) on 05/26/2026
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1533 Built: 1993Monthly Fee: $65 Tax: $1,364 (2024)Community: Villas Of Casselberry Ph 4Single Family
Taxes:$1,364
Remarks: Exceptional Single-Family Home in Winter Park, FL This beautifully maintained 3-bedroom, 2.5-bathroom residence offers an impressive open floor plan with elegant laminate flooring throughout, updated just two years ago. The renovated kitchen (2019) features granite countertops and comes fully equipped with all appliances. Major capital improvements include a new roof (2019) and a new HVAC system (2023), new water heater (2026), providing peace of mind for years to come. Enjoy Florida living at its finest on the private screened patio - perfect for relaxing or entertaining. Ideally situated 25 minutes from Downtown Orlando, 30 min from OIA, and 40 min from world-class attractions, this home is also just 6 minutes from Full Sail University, 12 minutes from the prominent Rollins College, and 19 minutes from UCF - making it an ideal choice for families and investors alike. A true must-see - schedule your showing today.
Listing is courtesy of: EXIT GLOBAL REALTY (407-725-7180)
Listing Agent: Hugo Hernandez (407-716-5594)
1052 MANCHESTER CIR, WINTER PARK, FL 32792
$460,000172 Days on yellowkey MLS ID: O6376260
REDUCED by $10,000 (2.1%) on 05/28/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1703 Built: 1983 Tax: $5,216 (2025)Community: Howell Estates 1St AddSingle Family
Taxes:$5,216
Remarks: PRICE REDUCED!! Welcome to your dream home! This beautifully renovated single-story residence features 3 spacious bedrooms and 2 baths, all set on an expansive .42-acre lot in the desirable Howell Estates community. Brand New Roof (2024) Replumbed (2024) New HVAC System, Gourmet Kitchen: Brand new upgraded white cabinets, stunning quartz countertops, and new stainless steel appliances. Luxurious Bathrooms: Both completely renovated, featuring modern finishes Oversized Bedrooms: Including a primary suite with his-and-hers closets and an ensuite bath with a gorgeous walk-in shower. In the Family Room: Spacious layout with a cozy wood-burning fireplace, Oversized Garage: Perfect for larger vehicles, including SUVs. The backyard has a: New Fence, New Pergola and New Extended Porch. This home is move-in ready and waiting for your family to create lasting memories. Don’t miss out on this exceptional opportunity in Winter Park!
Listing is courtesy of: FLORIDA INVESTMENT REALTY GRP (407-937-8450)
Listing Agent: Yuleisy Marquez (407-937-8450)
1521 HERON WOOD PL, WINTER PARK, FL 32792
$860,000159 Days on yellowkey MLS ID: O6379884
REDUCED by $65,000 (7.0%) on 06/05/2026
Bed: 4 Bath: 2.0 Liv Area Sq Ft: 3950 Built: 1983 Tax: $6,494 (2024)Community: NoneSpa: YesSingle Family
Taxes:$6,494
Remarks: Rare opportunity to own an established daycare operating from two structures on the same parcel, offered together with the real estate. The business currently provides immediate income for a hands-on owner or family-run operation. One structure is currently utilized for daycare operations, while the second structure is a single-family home that offers excellent potential for future daycare expansion (subject to licensing and approvals)—a unique value-add opportunity for growing operators. The property is already configured for childcare use with existing operations in place, making this an ideal turn-key opportunity for families looking to step into business ownership or operators seeking to expand their footprint. Sale includes real estate. Business goodwill, licensing, and operations may be included or negotiated separately. Convenient location with strong demand for childcare services. Please do not disturb staff or business operations. Showings by appointment only.
Listing is courtesy of: RE/MAX INNOVATION (407-281-1053)
Listing Agent: Ronald Trotter (321-331-1585)
7522 ALOMA PINES CT, WINTER PARK, FL 32792
$375,00051 Days on yellowkey MLS ID: S5150544
Bed: 3 Bath: 2.5 Gar: 1 Liv Area Sq Ft: 1872 Built: 2017Monthly Fee: $407 Tax: $4,304 (2025)Community: Aloma TrailsTownhouse
Taxes:$4,304
Remarks: Beautifully maintained 3-bedroom, 2.5-bath two-story townhome featuring a bright and functional open-concept floor plan. The first floor offers tile flooring throughout the spacious living and dining areas, kitchen, and half bath. The modern kitchen is designed for both style and convenience, featuring granite countertops, abundant cabinetry, a large center island, and a walk-in pantry, along with a full appliance package. Sliding glass doors provide abundant natural light and a peaceful backyard view. Upstairs, you’ll find all bedrooms, including a spacious primary suite with plush carpeting, a large walk-in closet, and an en-suite bathroom featuring dual vanities and a glass-enclosed shower. The second floor also includes a full guest bathroom, a convenient laundry closet with washer and dryer, multiple linen closets. Additional highlights include a one-car garage, extended driveway parking, and access to community amenities. Conveniently located near Park Avenue, University of Central Florida, Full Sail University, and Rollins College, with easy access to shopping, dining, and entertainment.
Listing is courtesy of: RIVA REALTY GROUP LLC (407-845-1003)
Listing Agent: Vildan Nigro (352-988-3824)
5233 LAKE HOWELL RD, WINTER PARK, FL 32792
$562,0001049 Days on yellowkey MLS ID: O6137445
1 Days Off yellowkey (back on 10/24/2023)
Bed: 4 Bath: 3.0 Liv Area Sq Ft: 1778 Built: 1956 Tax: $4,888 (2022)Community: Tanglewood Sec 3 RepSingle Family
Taxes:$4,888
Tax Year: 2022
Remarks: Under contract-accepting backup offers. NO HOA. Dual Master Suites. One main, and one mother-in-law or guest suite. All single story, no stairs. NEW POOL DECK. NEW POOL PUMP. POOL RESURFACED.NEW ROOF (installation in progress). Totally renovated. NEW HOT WATER HEATER. NEW FLOORS. POOL RESURFACED. NEW POOL DECK. NEW POOL PUMP. NEW ALL TURF BACK LAWN (NO Mowing). NEW PUTTING GREEN (for your backyard golfer). Full Security system. Get ready to relax & have fun enjoying your new home!! Accessible and convenient, with a fabulous all-turf backyard to unwind, entertain, or make fantastic memories with those you love. Your deepwater private pool (that used to have a diving board) is the highlight of this sunny Florida oasis, including a Mini-golf putting green, outdoor dining, and plenty of space to lounge and relax when you're not on the go. Just 14 miles (30 mins) from Orlando International Airport. 20 mins to the Amway Center, Exploria Stadium, and the Dr. Philips Performing Arts Center for MLS soccer games, concerts, conferences, ballet, theater, NBA basketball games, and more. With both the University of Central Florida (UCF) and Valencia Campuses at similar proximity, this property is close to everywhere you want to be. Take the dogs for a walk around Lake Baldwin, just south, or enjoy the beachside dog park there. Ideal for a brisk run, a rejuvenating bike ride, or an invigorating rollerblade the Cady Way Train connects to the Lake Baldwin path, so you can expand your adventurous outings an additional 13 miles, beyond the 2.5 miles that wrap around the quaint peaceful lake. Baldwin Park is the best place to gather or getaway on your day-to-day. Visit the Winter Park Farmers Markets every Saturday, and take a stroll up Park Ave or take a world-class boat tour of the Winter Park Chain of Lakes after a fantastic Sunday Brunch at any of the local restaurants you know and love. Whether you're gathered around the dining room table laughing and playing board games after dinner, or cuddled up on the sofa in your open great room, watching the flickering fire on a brisk winter day, or streaming your favorite binge-worthy show, there is plenty of room for you to live your life in the best possible way. The split-floor plan gifts privacy from the master wing located off the kitchen and convenient to the backyard oasis/pool. The ensuite guest bath is a rare treat for company and residents alike. Kissed with glowing natural light in every room, this well-laid-out functional flow makes it easy to enjoy every tranquil moment your new home offers you. Turn these moments into memories and live your best life daily! POOL RESURFACED. TURN-KEY OPTIONAL (furniture optional in separate private purchase). Ring Camera. Security System. Updated/Renovated Bathrooms. Bright. Open. Airy. Comfortable. Welcoming. Fun. Cozy. Entertaining. Easy. Relaxing. Refreshing. Peaceful. Happy. Inviting. Private. Convenient.
Listing is courtesy of: CADENCE LIFESTYLE REAL ESTATE (877-366-2213)
Listing Agent: Miranda Cady (407-340-7016)
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