$6,995 per month
- 5 Beds
- 4 Baths
- 2,918 Sq Ft
- House for Rent
2075 Jewell Ave, Winter Park, FL 32789
2075 Jewell Ave, Winter Park, FL 32789
62
Winter Park, FL Houses for Rent
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$2,975 per month
- 3 Beds
- 2 Baths
- 1,195 Sq Ft
- House for Rent
1891 Oglesby Ave, Winter Park, FL 32789
1891 Oglesby Ave, Winter Park, FL 32789 -
$2,425 per month
- 3 Beds
- 2 Baths
- 1,574 Sq Ft
- House for Rent
5206 Ardmore Dr, Winter Park, FL 32792
5206 Ardmore Dr, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2569.90. That covers your base rent, $2425.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$5,250 per month
- 4 Beds
- 3 Baths
- 1,946 Sq Ft
- House for Rent
1640 Palm Ave, Winter Park, FL 32789
1640 Palm Ave, Winter Park, FL 32789Fully renovated with stylish charm, this four-bedroom, three-bath home is in one of the most desired neighborhoods in Winter Park, the Tree Streets. A brick drive and path welcome you into this open living plan on a large 75-foot by 150-foot lot with tons of room to grow. Warm wood floors throughout and this home enjoys an open kitchen family plan with spaces that are flexible for your needs. The
Alison Mosley PREMIER SOTHEBY'S INTL. REALTY
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$2,345 per month
- 3 Beds
- 2 Baths
- 1,500 Sq Ft
- House for Rent
7433 Betty St, Winter Park, FL 32792
7433 Betty St, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2489.90. That covers your base rent, $2345.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,825 per month
- 3 Beds
- 2 Baths
- 1,619 Sq Ft
- House for Rent
2356 Coldstream Dr, Winter Park, FL 32792
2356 Coldstream Dr, Winter Park, FL 32792One or more photo(s) has been virtually staged. Lovely home in Winter Park school district. Closet to downtown Winter Park. Updated kitchen and baths on a Quiet street. Lawncare included.
Donna Peebles VIA PROPERTIES LLC
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$2,495 per month
- 3 Beds
- 2 Baths
- 1,544 Sq Ft
- House for Rent
2316 Dunbury Ct, Winter Park, FL 32792
2316 Dunbury Ct, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2639.90. That covers your base rent, $2495.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$3,650 per month
- 4 Beds
- 2 Baths
- 2,015 Sq Ft
- House for Rent
1317 Medinah Ct, Winter Park, FL 32792
1317 Medinah Ct, Winter Park, FL 32792Winter Park Pines home,4 bed/2 bath ready for a new resident. On a quiet cul-de-sac, this renovated home offers a blend of modern amenities with a fantastic location. It features a brand new kitchen & bathrooms with quartz countertops, updated brushed brass fixtures, with lots of custom touches. It features engineered wood flooring in the living areas and primary bedroom, a convenient indoor
Jackie O'Leary FANNIE HILLMAN & ASSOCIATES
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$2,655 per month
- 4 Beds
- 3 Baths
- 1,856 Sq Ft
- House for Rent
2029 Taylor Ave, Winter Park, FL 32792
2029 Taylor Ave, Winter Park, FL 32792Please note that the advertised price may exclude additional fees. These include a $55 application fee per applicant; a one-time $75 admin fee; a $11 monthly utility management fee; other mandatory fees, if applicable, for pool maintenance, pet fees/rent, smart home, internet service, and propane refilling; and optional fees for services like self-guided tours with third-party provider Rently
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$3,895 per month
- 4 Beds
- 3.5 Baths
- 2,553 Sq Ft
- House for Rent
1430 Lone Feather Trail, Winter Park, FL 32792
1430 Lone Feather Trail, Winter Park, FL 32792Welcome to this newly built and well-maintained home in the fabulous Winter Park gated community of Hawk's Crest. A gorgeous open floor plan single-family home with 4 bedrooms, 3.5 bathrooms and office / den room on the first floor. Be amazed by the spacious bright entrance and soaring ceilings in the family room and loft open to below. Tile throughout living areas, carpet in all four bedrooms.
Mo Jabr RE/MAX 200 REALTY
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$2,735 per month
- 3 Beds
- 2.5 Baths
- 1,525 Sq Ft
- House for Rent
3021 Dikewood Ct, Winter Park, FL 32792
3021 Dikewood Ct, Winter Park, FL 32792We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
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$2,890 per month
- 4 Beds
- 3 Baths
- 1,469 Sq Ft
- House for Rent
524 Byron Rd, Winter Park, FL 32792
524 Byron Rd, Winter Park, FL 32792One or more photo(s) has been virtually staged. Welcome to this beautifully maintained 4-bedroom, 3-bathroom home located in the heart of highly desirable Winter Park area. Offering a rare combination of space, comfort and prime location. This home offers a spacious and functional layout with multiple living areas, abundant natural light, and well-sized bedrooms. The flexible floor plan provides
Razan Mohamed SOUTHERN PRESTIGE REALTY INC
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$2,315 per month
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- House for Rent
1407 Chilean Ln, Winter Park, FL 32792
1407 Chilean Ln, Winter Park, FL 32792We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
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$2,200 per month
- 3 Beds
- 2 Baths
- 1,106 Sq Ft
- House for Rent
7522 Laurel Springs Dr, Winter Park, FL 32792
7522 Laurel Springs Dr, Winter Park, FL 32792Winter Park High School District! Well-maintained 3-bedroom and 2-bathroom home in Laurel Springs featuring a bright, spacious living area with brand new vinyl floor. Step into a large enclosed patio overlooking a fully fenced backyard—perfect for relaxing evenings or hosting gatherings year-round. Convenient access to shopping, dining, and major highways. Move-in ready—don’t miss this
Liu Zhang JOY ESTATE ENTERPRISE INC
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$2,315 per month
- 2 Beds
- 2 Baths
- 1,408 Sq Ft
- House for Rent
1453 Hyde Park Dr, Winter Park, FL 32792
1453 Hyde Park Dr, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2459.90. That covers your base rent, $2315.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$4,200 per month
- 4 Beds
- 3 Baths
- 2,509 Sq Ft
- House for Rent
668 Overspin Dr, Winter Park, FL 32789
668 Overspin Dr, Winter Park, FL 32789One or more photo(s) has been virtually staged. A contemporary, beautifully finished home offering standout value in one of Winter Park’s most coveted zip codes. With more than 2,500 square feet of bright, open living space, this property features a sleek fireplace, a large pantry area, a designer kitchen, and a massive two-car garage. The private primary suite sits upstairs along with additional
Kris Kennedy COMPASS FLORIDA LLC
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$2,440 per month
- 3 Beds
- 2 Baths
- 1,200 Sq Ft
- House for Rent
3091 Crane Strand Dr, Winter Park, FL 32792
3091 Crane Strand Dr, Winter Park, FL 32792We make Pre-Leasing easy! Apply now and, once you’re approved, take this home off the market by paying a Pre-Lease Hold Fee; ask your Leasing Professional for more information. Once the home is made ready, we'll notify you that it's available for touring and for you to accept or decline. If you decline the home, we'll be happy to help you find a different home or refund your Hold Fee. This home
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$7,200 per month
- 4 Beds
- 3 Baths
- 3,142 Sq Ft
- House for Rent
1016 Howell Branch Rd, Winter Park, FL 32789
1016 Howell Branch Rd, Winter Park, FL 32789Canal Front Oasis on the Winter Park Chain of Lakes! Welcome to 1016 Howell Branch Road,where every day feels like a getaway. (Property can be leased furnished for an additional fee.) This beautifully reimagined 4-bedroom, 3-bath residence offers 3,142 square feet of inspiredliving space set amid lush, tropical landscaping — all within the bestof Winter Park and Maitland. *The canal
Andrew Birr PLAID PROPERTIES, LLC
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$2,610 per month
- 4 Beds
- 2 Baths
- 1,641 Sq Ft
- House for Rent
1790 Viburnum Ln, Winter Park, FL 32792
1790 Viburnum Ln, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2874.90. That covers your base rent, $2610.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,500 per month
- 3 Beds
- 1.5 Baths
- 1,279 Sq Ft
- House for Rent
2846 Euston Rd, Winter Park, FL 32789
2846 Euston Rd, Winter Park, FL 32789Welcome to a true Mid-Century rental in Winter Park located in the quaint neighborhood of Fairbank Shores. Spacious 2 bedrooms and 1.5 bath home with 1 extra flexible room that can be used as an office or 3rd bedroom(no closet). Centrally located, minutes form I4, close to Park Avenue District, College Park, major shopping centers and many more. Big backyard with a nice sized paved courtyard and
Vanessa Laboy 365 REALTY, INC.
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$2,400 per month
- 3 Beds
- 2 Baths
- 1,356 Sq Ft
- House for Rent
3221 Thistle Hill Dr, Aloma, FL 32792
3221 Thistle Hill Dr, Aloma, FL 32792This home is exclusively offered by Brandywine Homes USA on a first-come, first-approved basis until the lease is signed and the security deposit is paid. Rental Qualifications: Rental Fees: Security Deposit: Varies based on credit, with a standard deposit equal to 1 month's rent. Security Deposit Alternatives available - $150 fee (subject to approval).
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$3,600 per month
- 4 Beds
- 3.5 Baths
- 2,589 Sq Ft
- House for Rent
1461 Lone Feather Trail, Winter Park, FL 32792
1461 Lone Feather Trail, Winter Park, FL 32792Beautiful newer two-story home in Winter Park’s exclusive Gated community of Hawk’s Crest. Community has lake access with canon launch. The home has a great floor plan that features open dining and living rooms. Mastered room is conveniently located on the first floor. also Study room. This gated community features a resort style swimming pool, fitness center, splash pad, clubhouse, playgrounds,
Steve Kim MARVIEW INTERNATIONAL REALTY LLC
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$2,625 per month
- 3 Beds
- 2 Baths
- 1,530 Sq Ft
- House for Rent
6877 Jackman Blvd, Winter Park, FL 32792
6877 Jackman Blvd, Winter Park, FL 32792Lease this home and get more from Invitation Homes professional property management. This home comes fully loaded with quality amenities, must-have services, high-end tech and ProCare® professional maintenance. Your estimated total monthly payment is $2769.90. That covers your base rent, $2625.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet
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$2,167 per month
- 4 Beds
- 2 Baths
- 1,411 Sq Ft
- House for Rent
717 Denton Rd, Winter Park, FL 32792
717 Denton Rd, Winter Park, FL 32792Winter Park 4 Bedrm Home for Rent!Priced Low, Call Now!, 2 Car Carport, Bonus Room Too!, Eat In Kitchen, JUST 20 MINUTES To: Downtown Orlando, JUST 30 MINUTES To: The Orlando Airport, CONVENIENT To: 436, CONVENIENT To: Major Roads, Shopping & Schools, CONVENIENT To: Full Sail University, Stainless Steel Appliances INCLUDED, Blinds INCLUDED. The deposit amount is based upon the application
Jay Myers ORLANDO REALTY & PROPERTY MGNT
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$1,650 per month
- 1 Bed
- 1 Bath
- 502 Sq Ft
- House for Rent
1550 Michigan Ave, Winter Park, FL 32789
1550 Michigan Ave, Winter Park, FL 32789Welcome to your future home in the charming district of Winter Park, FL! This inviting property offers a warm atmosphere perfect for relaxation and convenience, surrounded by a vibrant community.This residence boasts spacious living equipped with essential comforts. With ample bedrooms and bathrooms, it accommodates various lifestyles. You'll appreciate the central heating and cooling
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$4,000 per month
- 4 Beds
- 3.5 Baths
- 2,196 Sq Ft
- House for Rent
1091 Wildmeadow Run, Winter Park, FL 32792
1091 Wildmeadow Run, Winter Park, FL 327921
Maggie Walas FORTUNE INTERNATIONAL REALTY
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$2,230 per month
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
- House for Rent
5484 Park Vale Blvd, Winter Park, FL 32792
5484 Park Vale Blvd, Winter Park, FL 32792Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is
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$3,300 per month
- 2 Beds
- 2 Baths
- 1,209 Sq Ft
- House for Rent
870 Carver St Unit A, Winter Park, FL 32789
870 Carver St Unit A, Winter Park, FL 32789Welcome to 870 Carver Street, a thoughtfully designed two-bedroom, two-bath residence in the core of Winter Park. Offering more than 1,200 square feet, the newly constructed home features vaulted ceilings with exposed rafters, warm wood finishes and industrial-inspired black metal ductwork that define its architectural character. The primary suite includes a floating wall closet system, a laundry
Drew Henner PREMIER SOTHEBY'S INTL. REALTY
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$850 per month
- 1 Bed
- 1 Bath
- House for Rent
2206 Bonanza Ave, Winter Park, FL 32792
2206 Bonanza Ave, Winter Park, FL 32792Property Id: 2445485Room for rent in a beautiful home located at 2206 Bonanza Ave, Winter Park, FL 32792, situated in a quiet and safe neighborhood—ideal for students or professionals. Features:•Private room with a digital lock •Clean home with a peaceful atmosphere•Shared kitchen, living room, and laundry facilities•WiFi and utilities included (water, electricity,
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$4,500 per month
- 4 Beds
- 3 Baths
- 1,808 Sq Ft
- House for Rent
1802 Arbor Park Dr, Winter Park, FL 32789
1802 Arbor Park Dr, Winter Park, FL 32789Welcome home to this beautifully maintained 4-bedroom, 3-bath pool home located in Winter Park’s highly desirable Tree Streets neighborhood—an area known for its charming, tree-lined roads and peaceful atmosphere. Situated on an oversized .27-acre lot, one of the largest in the community, this property offers rare space and privacy while still being close to everything Winter Park has to offer.
Jorge Perez Gonzalez TBRO REALTY LLC
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$2,420 per month
- 3 Beds
- 2 Baths
- 1,653 Sq Ft
- House for Rent
1891 Aster Dr, Winter Park, FL 32792
1891 Aster Dr, Winter Park, FL 32792Please note, our homes are available on a first-come, first-serve basis and are not reserved until the holding fee agreement is signed and the holding fee is paid by the primary applicant.This home features Progress Smart Home - Progress Residential's smart home app, which allows you to control the home securely from any of your devices. Learn more at Coming soon! This home is
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$5,900 per month
- 4 Beds
- 3 Baths
- 2,741 Sq Ft
- House for Rent
220 W Reading Way, Winter Park, FL 32789
220 W Reading Way, Winter Park, FL 32789Welcome to your dream home! This recently renovated gem in the highly coveted Forrest Hills area of Winter Park is now available for rent. Surrounded by enchanting brick streets and majestic trees, this charming residence has been thoughtfully upgraded by the new owner, offering a perfect blend of modern amenities and classic charm. As you step onto the inviting front covered porch, you'll be
Thomas Hewitt HEWITT RESIDENTIAL, LLC
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$1,000 per month
- 1 Bed
- 1 Bath
- 408 Sq Ft
- House for Rent
5058 Seminole Ave Unit Seminole Unit 2, Winter Park, FL 32792
5058 Seminole Ave Unit Seminole Unit 2, Winter Park, FL 32792Attention Full Sail and UCF Students! This is the place for which you've been looking. This is a shared living space that is fully furnished with all utilities included. Each of the 4 rooms has its own electronic keypad lock for your privacy and security. The extra large common areas provide the perfect space for dining and living. Spacious laundry and kitchen provide you with plenty of space
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$13,500 per month
- 8 Beds
- 6 Baths
- 7,000 Sq Ft
- House for Rent
1860 Via Contessa, Winter Park, FL 32789
1860 Via Contessa, Winter Park, FL 32789Exceptional Lease Opportunity | The Vias, Winter Park$13,500/mo | $15,000 Security Deposit | One-Year Lease | Pets Considered (Owner Approval) | Available NowRarely does a home of this caliber come to market for lease. Set on a quiet cul-de-sac in one of Winter Park's most prestigious enclaves — the coveted Vias neighborhood — this magnificent 7,000 SF residence delivers an unmatched
Kelly Price KELLY PRICE & COMPANY LLC
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$2,595 per month
- 3 Beds
- 2 Baths
- 1,282 Sq Ft
- House for Rent
1128 Park Green Place, Winter Park, FL 32789
1128 Park Green Place, Winter Park, FL 32789Stylish Winter Park home available now! Split-plan, 3 bed, 2 bath layout with two car garage, fenced-in backyard with patio, and community pool with cabana. Pet-friendly (subject to deposit and approval). The master bedroom has trey ceilings and an en-suite bath with double vanity and double walk-in closets. Full-size washer and dryer, new A/C unit (2025) and fresh exterior paint (2025). Located
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$5,895 per month
- 4 Beds
- 3 Baths
- 2,207 Sq Ft
- House for Rent
1235 Via Estrella, Winter Park, FL 32789
1235 Via Estrella, Winter Park, FL 32789Rare opportunity to lease a spacious 4-bedroom, 3-bath home in one of Winter Park's most coveted enclaves — The Vias. Spanning 2,207 SF, this sun-drenched residence sits just a short stroll from the prestigious Winter Park Racquet Club. Flooded with natural light, the open-concept living spaces feature beautiful bamboo wood floors, a well-appointed kitchen with white cabinetry and a large island,
Kelly Price KELLY PRICE & COMPANY LLC
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$1,950 per month
- 3 Beds
- 2 Baths
- 1,090 Sq Ft
- House for Rent
1613 Winter Green Blvd, Winter Park, FL 32792
1613 Winter Green Blvd, Winter Park, FL 32792Charming Single-Family Home in the Heart of Winter ParkWelcome home to this well-maintained 3-bedroom, 2-bath single-family residence located in a quiet, established Winter Park neighborhood. Enjoy the privacy of a detached home, abundant natural light, and a functional layout perfect for comfortable everyday living.The home features fresh, neutral interiors, updated bathrooms,
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$1,995 per month
- 3 Beds
- 1 Bath
- 1,000 Sq Ft
- House for Rent
1924 Azalea Ave, Winter Park, FL 32792
1924 Azalea Ave, Winter Park, FL 32792Adorable mid century modern bungalow in Winter Park! This 3 bedroom, 1 bathroom home has been beautifully updated with new tile woodfloors in the main living area. The kitchen features white appliances and tasteful white cabinetry. The updated bathroom features a new vanityand classic mosaic tile floor. Enjoy the spacious backyard with wooden deck! Washer, dryer and lawn care is included!
Nicholas Wild GATE PROPERTIES & MANAGEMENT INC
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$2,900 per month
- 3 Beds
- 2 Baths
- 1,600 Sq Ft
- House for Rent
5417 Ferrol Dr, Winter Park, FL 32792
5417 Ferrol Dr, Winter Park, FL 32792Beautifully Remodeled 3 Bed, 2 Bath Home Energy Efficient & Prime Location!Welcome to your dream rental! This stunning newly remodeled 3-bedroom, 2-bath home offers modern comfort with a touch of elegance. Featuring an open floor concept, the spacious living area is perfect for entertaining, complete with a cozy fireplace and abundant natural light from double-glazed windows.The
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$2,500 per month
- 3 Beds
- 2 Baths
- 1,226 Sq Ft
- House for Rent
2743 Sanbina St, Winter Park, FL 32789
2743 Sanbina St, Winter Park, FL 32789Welcome to this beautifully updated 3-bedroom, 2-bath home located in the heart of Winter Park. Filled with abundant natural light throughout and thoughtful upgrades, this home offers a warm and inviting atmosphere that would be perfect for your family. Highlights:-Primary suite featuring a walk-in closet and private ensuite bathroom-Classic terrazzo flooring-Recently remodeled
Summer Hornburg BELMONT REALTY
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