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Houses for Rent in North Orlando, Winter Springs, FL

Average rent

$1,995

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404 Edwin St - Photo 1 of 1

5d+ ago

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Verified

404 Edwin St Winter Springs, FL 32708

404 Edwin St, Winter Springs, FL 32708

3 beds

2 baths

$1,795

House for rent

Available Jan 6

300 3rd St - Photo 1 of 1

5d+ ago

North Orlando house for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

300 3rd St, Winter Springs, FL 32708

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,000

House for rent

44 N Fairfax Ave - Photo 1 of 1

12h ago

North Orlando house for rent in Winter Springs

44 N Fairfax Ave

44 N Fairfax Ave, Winter Springs, FL 32708

Air conditioning

2 beds

1 bath

$1,500

House for rent

40 N Fairfax Ave - Photo 1 of 1

12h ago

North Orlando house for rent in Winter Springs

40 N Fairfax Ave

40 N Fairfax Ave, Winter Springs, FL 32708

In-unit laundry | Air conditioning

2 beds

1 bath

$1,500

House for rent

429 Sheoah Blvd #9 - Photo 1 of 1

11h ago

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Verified

BAYTREE VILLAGE

429 Sheoah Blvd #9, Winter Springs, FL 32708

In-unit laundry | Outdoor space | Hardwood floor

3 beds

2 baths

$2,499

House for rent

Available Jan 1

Description

This property is available. Please inquire on this site to schedule a showing. Welcome to your new home at 429 Sheoah Boulevard, Winter Springs, FL 32708. This charming property offers a blend of comfort and style, nestled in a serene neighborhood. The exterior features well-maintained landscaping that enhances the curb appeal. Inside, you'll find a spacious living area with beautiful hardwood flooring and ample natural light streaming through the large sliding glass doors, which lead to a private screened-in patio, perfect for enjoying the peaceful surroundings. The kit

300 Colony Dr #3 - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Room for rent in a quiet home in Casselberry

300 Colony Dr #3, Casselberry, FL 32707

In-unit laundry | Furnished | Dishwasher

1 bed

1 bath

$750

House for rent

Available Jan 17

Description

Property Id: 2271550 Spacious, fully furnished room located in a quiet neighborhood in Casselberry. House is updated and all utilities are included. Free indoor laundry. Conveniently located near SR 434, shopping and bus service. This is a shared house with three other roommates. We do require background checks.

Nearby rental good for eco-living

Nearby rental good for pet owners

207 S Moss Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

207 S Moss Rd, Winter Springs, FL 32708

In-unit laundry | Outdoor space | Ceiling fan

2 beds

1 bath

$1,495

House for rent

Description

Property Status: Active Welcome home to this delightful Winter Springs rental tucked away on the tree-lined charm of 207 S Moss Road. This inviting residence is a cozy yet functional layout filled with natural light and a relaxed Florida feel. The living space is perfect for unwinding after a long day, while the kitchen provides ample cabinet space for everyday cooking and gathering. Well-proportioned bedrooms offer comfort and flexibility, and the generous yard invites morning coffee outdoors, weekend lounging, or quiet evenings under the stars. Set on a peaceful stree

513 Green Spring Cir - Photo 1 of 1

5d+ ago

Townhouse for rent in Winter Springs

2 beds

2 baths

$1,495

House for rent

Description

Two bedroom two bath ground floor townhome, new flooring throughout, fresh paint. Community pool.

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603 Alton Rd - Photo 1 of 1

5d+ ago

House for rent in Winter Springs

Single Family Residence - WINTER SPRINGS, FL

603 Alton Rd, Winter Springs, FL 32708

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,200

House for rent

Description

Property Status: Active Well maintained 3 bed 2 bath home in Winter Springs, good location and quiet community. Close to town center, shopping areas and major highways. Open floor plan with tile flooring throughout. The master bedroom is located on one side of the house, with 2 other rooms on the other side sharing one bathroom. 2 car garage, private backyard with greenbelt. Partially fenced for security. Call now for a private showing. Office Phone: (954) 545-5583 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is de

624 Huntly Ln - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

624 Huntly Ln, Winter Springs, FL 32708

Garage parking

2 beds

2 baths

$1,680

House for rent

Description

Property Status: Pending Welcome to this 2-bed, 2-bath townhome in Winter Springs. Located in a quiet, well-maintained community close to parks, schools, shopping, and local amenities. If you sign the lease in December and move in by January 31st 2026 receive a $1000 credit for January rent. Unit is being turned ready for move in estimated 12/22/2025. Office Phone: (352) 207-7412 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

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419 Harbor Winds Ct - Photo 1 of 1

2d ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

419 Harbor Winds Ct, Winter Springs, FL 32708

In-unit laundry | Garage parking | Air conditioning

3 beds

2 baths

$2,850

$2,700

Price drop

House for rent

Description

Property Status: Active Luxury Townhome Living in Gated Harbor Winds! Discover comfort, style, and convenience in this beautifully maintained and spacious 3-bedroom, 2.5-bath townhome located in the highly desirable, gated Harbor Winds community of Winter Springs. The open-concept main floor is designed for modern living and entertaining. The bright kitchen is a chef's delight, boasting 42" cabinetry, granite countertops, newer stainless steel appliances (refrigerator & dishwasher), a gorgeous backsplash, and a cozy breakfast nook, complemented by a separate formal dining

1142 Landmark Ln - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Single Family Residence - CASSELBERRY, FL

1142 Landmark Ln, Casselberry, FL 32707

In-unit laundry | Storage

2 beds

1 bath

$1,350

House for rent

Description

Property Status: Active This property located at 1142 Landmark Ln features 2 bedrooms and 1 bathroom within a total of 864 square feet. The bathroom is equipped with a tub/shower combination. 2 Bedrooms, each bedroom provides sufficient room for furnishings and personal storage. The property includes washer/dryer hookups for laundry convenience. Office Phone: (407) 960-6145 Copyright © 2026 Stellar MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Listings within 5 miles
264 Tavestock Loop - Photo 1 of 1

4d ago

Our team has verified this company

Verified

264 Tavestock Loop Winter Springs, FL 32708

264 Tavestock Loop, Winter Springs, FL 32708

Outdoor space | Garage parking

4 beds

3 baths

$2,799

House for rent

Available Feb 4

Description

Lease 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 $2943.90. That covers your base rent, $2799.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. You’re in for a treat. We’re giving th

247 Domus Ln - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Single Family Residence - CASSELBERRY, FL

247 Domus Ln, Casselberry, FL 32707

In-unit laundry | Outdoor space | Storage

3 beds

2 baths

$2,395

House for rent

Description

Property Status: Active One or more photo(s) has been virtually staged. Beautiful Single-Family Home for Rent in Reserve at Legacy Park. Welcome to this well-appointed 3-bedroom, 2.5-bath single-family home located in the desirable gated community of Reserve at Legacy Park. Ideally situated at the entrance of The Geneva School in Casselberry, this property offers both convenience and an excellent location. The home features a functional and modern layout, including a spacious open area on the second floor, perfect for a family room, home office, or flex space. The li

424 Club Dr - Photo 1 of 1

5d+ ago

Highlands townhouse for rent in Winter Springs

Townhouse - WINTER SPRINGS, FL

424 Club Dr, Winter Springs, FL 32708

In-unit laundry | Outdoor space | Swimming pool

3 beds

2 baths

$2,000

House for rent

Description

Property Status: Pending Welcome to this well-maintained 3-bedroom, 2-bath home located in the desirable Cypress Club community of Winter Springs. Nestled in a peaceful neighborhood, this inviting residence offers comfortable living with access to a host of amenities that make every day feel like a getaway. Enjoy spacious living areas, a functional layout, and thoughtful updates throughout. The primary suite features an en-suite bath and ample closet space, while the additional bedrooms provide flexibility for family, guests, or a home office. As part of the Highlands comm

733 Woodhaven Dr - Photo 1 of 1

11h ago

House for rent in Winter Springs

House for rent

Description

Nestled in a serene neighborhood, this exquisite single-family home presents a remarkable blend of modern luxury and comfort, making it a true gem in the market. Recently undergoing a complete remodel, this property showcases an impeccable design with attention to detail in every corner. Featuring three spacious bedrooms and two elegantly remodeled bathrooms, the home caters to both family life and entertaining. The heart of the home, the kitchen, is a masterpiece of modern design, boasting solid surface countertops that complement the sleek, new appliances and cabinetry,

804 Osceola Trl #1 - Photo 1 of 1

5d+ ago

House for rent in Casselberry

804 Osceola Trail - 1

804 Osceola Trl #1, Casselberry, FL 32707

4 beds

2 baths

$2,200

House for rent

Available Jan 27

Description

Your beautiful and cozy home is now on the Market ! It comes with 4 bed, 2 bathsand a great remodeled kitchen, a spacious yard with no rear neighbors gives this home a relaxing and private area to get fresh air, enjoy your morning coffee or for admiring nature. Plus a large, covered porch and lots of parking space. Great news for nature lovers, this home is surrounded by nature with great landscaping and a very large patio. The French doors lead to the patio and backyard that backs up to Gee Creek for you to enjoy the views. 3 minutes walking to the beautiful park. Conven

1260 Seminola Blvd #NA - Photo 1 of 1

23h ago

Our team has verified this company

Verified

RARE RENT-TO-OWN OPPORTUNITY WITH SPECIAL OFFICE/RESIDENTIAL ZONING! (Grandfathered-In)

1260 Seminola Blvd #NA, Casselberry, FL 32707

In-unit laundry | Outdoor space | Assigned parking

3 beds

2 baths

$2,400

House for rent

Available Sep 12

Description

RENT-TO-OWN AVAILABLE! Imagine having the convenience of living and work from home in the same location. This move-in ready completely renovated LAKEFRONT POOL property has so much flexibility. Special grandfathered-in zoning provides endless opportunities, featuring 3 rooms and 2 full bathrooms that could actually be split into 2 separate rentable spaces. This allows you to reside on half of the property and lock-off the other half (with separate entrance) to be utilized for business purposes, such as a Law or CPA office, or the newly added Medical use. With so much to lo

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880 Chokecherry Dr - Photo 1 of 1

3d ago

Our team has verified this company

Verified

880 Chokecherry Dr Winter Springs, FL 32708

880 Chokecherry Dr, Winter Springs, FL 32708

Outdoor space | Garage parking | Swimming pool

3 beds

2 baths

$2,375

House for rent

Available Feb 5

Description

Lease 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, $2375.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Pool Maintenance Fee ($120), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. We’re mak

899 Moonluster Dr - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

899 Moonluster Dr Casselberry, FL 32707

899 Moonluster Dr, Casselberry, FL 32707

Garage parking | Swimming pool | Walk-in closets

4 beds

4 baths

$3,280

House for rent

Available Jan 29

Description

Lease 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 $3544.90. That covers your base rent, $3280.00 + our required services designed to make your life easier: Air Filter Delivery Fee ($9.95), Internet & Media ($85), Pool Maintenance Fee ($120), Smart Home with video doorbell ($40), and Utility Billing Service Fee ($9.95). Base rent varies based on selected lease term. This is t

1442 Benwick Way - Photo 1 of 1

13h ago

House for rent in Casselberry

3 beds

2 baths

$1,947

House for rent

Description

This 3 bedroom and 2 bath single-family home is centrally located in Casselberry. It is a stones throw from the Casselberry and Deer Run golf courses and minutes from major highways. The home features a fenced in backyard, updated kitchen, newer carpet and separate laundry room.

685 Georgia Ave - Photo 1 of 1

5d+ ago

House for rent in Longwood

2 beds

1 bath

$1,525

House for rent

Description

Two Bedroom OneBathroom Duplex completely Remodeled in Longwood, All tiles throughout duplex, New Ceiling Fans, Remodeled Kitchen with New Cabinets & Granite Countertops, New Appliances, Close to Shopping & the New Sun Rail & Downtown Longwood All square footage is approximate Schools: Winter Springs, Milwee, Winter Springs This home is currently occupied. For your safety and the privacy of the residents, please do not visit the property without an appointment. To schedule a tour, contact us directly, and we’ll be happy to arrange a convenient time for you. Thank you fo

276 Frances Ave - Photo 1 of 1

5d+ ago

House for rent in Casselberry

276 Frances Ave, Casselberry, FL 32707

In-unit laundry | Storage | Swimming pool

3 beds

2 baths

$2,499

House for rent

Available Jan 22

Description

Discover this beautiful and spacious 3-bedroom, 2-bath home nestled in the charming community of Casselberry. The open-concept family and dining area features durable tile flooring throughout, making maintenance a breeze. The modern kitchen boasts stainless steel appliances, ample cabinet space for all your storage needs, and a cozy breakfast nook perfect for morning meals. This home also offers a convenient laundry room with washer and dryer included. Enjoy outdoor living with a covered lanai, ideal for relaxing or entertaining, overlooking a sparkling pool that overlooks

150 Lady Susan Ct - Photo 1 of 1

5d+ ago

House for rent in Casselberry

Single Family Residence - CASSELBERRY, FL

150 Lady Susan Ct, Casselberry, FL 32707

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$2,199

House for rent

Description

Property Status: Active Welcome home to this inviting residence located on a quiet cul-de-sac in Casselberry. This pet-friendly home features an oversized, fully fenced backyard, perfect for outdoor enjoyment, entertaining, or relaxing in privacy. With a functional layout and a desirable setting, this property offers both comfort and convenience for everyday living. Ideally situated near major roadways, this home provides easy access to a variety of local dining, shopping, and entertainment options. Enjoy nearby restaurants, retail centers, grocery stores, and parks, wi

475 E Church Ave - Photo 1 of 1

1d ago

House for rent in Longwood

475 E Church Ave, Longwood, FL 32750

In-unit laundry | Dishwasher

2 beds

1 bath

$1,700

House for rent

Description

This Move-in ready 2 bedroom 1.5 bath, half-duplex is Tile floors throughout. Comes with range, fridge, dishwasher including washer dryer. Lawn service is included in the rent. Non aggressive dog under 20 pounds and/or cats are welcome with $500 non refundable pet fee. Fence back yard with storage shed included. Lawn service paid by landlord. Near schools and shopping. Will only consider NON -smokers. Rental Criteria: Prospective tenants will need to complete a rental application and consent to a background and credit check. Application Requirements: • Completed rental

Showing 1 - 25 of 25 results
Home > House Rentals in Winter Springs > North Orlando Houses For Rent
Updated: January 30, 2026

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Discover houses for rent in North Orlando, Winter Springs, FL

🌇Available house rentals25 houses
💰Best rent deal300 Colony Dr #3
🍃With outdoor space
Popular amenities, ,
🍽With dishwasher
❄️With air conditioning
🏠With photos