Homes in ZIP Code 06798

• 

  

  

  /39

  $874,900

  • 4 Beds
  • 2.5 Baths
  • 3,700 Sq Ft

  339 Main St S, Woodbury, CT 06798

  One of Woodbury's last remaining homes built in the late 1600s. This charming residence offers a unique blend of historic character and modern convenience, ideally situated for those who appreciate easy access to local shops, parks, and restaurants. The interior of the home boasts a rich history with exposed wooden beams, 4 fireplaces, and classic hardwood floors, creating an inviting and warm

  

  Marian Van Egas

  Berkshire Hathaway NE Prop.

  (475) 405-2250

  339 Main St S, Woodbury, CT 06798
• 

  

  

  /31

  $3,750 Per Month

  • 2 Beds
  • 2 Baths
  • 1,968 Sq Ft
  • House for Rent

  33 Washington Ave, Woodbury, CT 06798

  AVAILABLE SEPT 2026 FOR $3,950/MONTH. Stunning over-sized Cape on serene, park-like grounds adjacent to a nature preserve. Fully furnished, this inviting 2 bedroom home has been lovingly renovated with a great eye for detail. Quiet street centrally located in historic Woodbury. Newly finished hardwood oak flooring throughout. Two full bathrooms. The large living room with fireplace also includes

  

  Rebecca Doh

  W. Raveis Lifestyles Realty

  (203) 872-6274

  33 Washington Ave, Woodbury, CT 06798
• 

  $1,700,000

  Sold Jan 20, 2026

  225 Old Sherman Hill Rd, Woodbury, CT 06798

  • 4 Beds
  • 4.5 Baths
  • 4,517 Sq Ft
  • Built 1969

  Last Sold Summary

  • 19% Below List Price
  • $376/SF
  • 345 Days On Market

  Current Estimated Value $1,625,322

  Last Listing Agent Maria Taylor Klemm Real Estate Inc

  225 Old Sherman Hill Rd, Woodbury, CT 06798
• 

  Est $458,562

  Not Listed For Sale

  50 Washington Rd, Woodbury, CT 06798

  • 3 Beds
  • 1.5 Baths
  • 1,550 Sq Ft
  • Built 1895

  50 Washington Rd, Woodbury, CT 06798

  Last Sold Summary

  • 1% Above List Price
  • $294/SF
  • 62 Days On Market

  • Last Sold Price $456,000
  • May 15, 2025

  Last Listing Agent Rhya Szymansky Drakeley Real Estate, Inc.
• 

  

  

  /38

  $299,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,467 Sq Ft

  4 Deer Hill Ct Unit 4, Woodbury, CT 06798

  Welcome to this spacious 3 bedroom, 2.5 bath townhouse in the highly sought-after Woodlake community in Woodbury. Upon entering the unit, you will find a spacious foyer complete with a coat closet and a half bath. The rest of the main level features a large eat-in kitchen, open living room with allocated dining area and a set of sliding doors that lead to a private deck overlooking the tranquil

  

  Allysa DeRosa

  Mapleridge Realty

  (475) 303-6826

  4 Deer Hill Ct Unit 4, Woodbury, CT 06798
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  /35

  Starting at $1,599 Plus Fees

  • Studio - 2 Beds

  302 Tuttle Rd, Woodbury, CT 06798

  Welcome to Woodbury Knoll Apartments, where modern comfort meets tranquil, lakeside living. Life unfolds at a different pace here — mornings are inspired by nature's quiet beauty, and evenings unwind in serene surroundings. In our apartments in Woodbury, CT, you'll discover a lifestyle that's vibrant yet peaceful, perfectly balanced, and endlessly welcoming.

  Woodbury Knoll

  (860) 590-8441

  302 Tuttle Rd, Woodbury, CT 06798
• 

  $480,000

  Sold Nov 04, 2025

  145 Cat Swamp Rd, Woodbury, CT 06798

  • 3 Beds
  • 1.5 Baths
  • 1,792 Sq Ft
  • Built 1961

  Last Sold Summary

  • 4% Above List Price
  • $268/SF
  • 51 Days On Market

  Current Estimated Value $494,293

  Last Listing Agent Nancy Langrock William Raveis Real Estate

  145 Cat Swamp Rd, Woodbury, CT 06798
• 

  Est $699,618

  Not Listed For Sale

  514 Main St N, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 4,800 Sq Ft
  • Built 1870

  514 Main St N, Woodbury, CT 06798

  Last Sold Summary

  • 11% Above List Price
  • $131/SF
  • 166 Days On Market

  • Last Sold Price $629,000
  • May 13, 2025

  Last Listing Agent Pam Famiglietti William Raveis Real Estate
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  /40

  $799,900

  Open Sun 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,607 Sq Ft

  17 Carriage Ln, Woodbury, CT 06798

  Center Hall Colonial with Full In-Law! This majestic brick facing home flaunts its location atop a private lot overlooking sprawling scenic views. Main level features a two-story foyer, formal dining room w/hardwoods & pocket doors leading to a high-end kitchen w/stainless steel appliances including a gas stove. The kitchen delivers with granite tops, upscale cabinetry, breakfast bar, & eat-in

  

  Shane Kropo

  RE/MAX RISE

  (203) 717-5671

  17 Carriage Ln, Woodbury, CT 06798
• 

  

  /10

  $1,750 Plus Fees

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  259 Main St S Unit 2, Woodbury, CT 06798

  Property Id: 2072920Light and bright 2 Story 1 Bedroom Condo available for immediate occupancy. This unit comes with a spacious and open first floor lay out, kitchen with extra cabinet space and more. The second floor has a full bathroom and spacious Bedroom with ample closet space. This condo is located on Woodbury most desirable areas and will not last long so dont wait schedule a tour

  (475) 476-1443

  259 Main St S Unit 2, Woodbury, CT 06798
• 

  $424,950

  Sold Oct 23, 2025

  158 Hazel Plain Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,085 Sq Ft
  • Built 1974

  Last Sold Summary

  • $204/SF
  • 32 Days On Market

  Current Estimated Value $467,325

  Last Listing Agent Michael Ferris eXp Realty

  158 Hazel Plain Rd, Woodbury, CT 06798
• 

  Not Listed For Sale

  44 Woods Way Unit 44, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,456 Sq Ft
  • Built 1979

  44 Woods Way Unit 44, Woodbury, CT 06798

  Last Sold Summary

  • $199/SF
  • 4 Days On Market

  • Last Sold Price $290,000
  • May 09, 2025

  Last Listing Agent Kristie Perry William Pitt
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  /37

  $1,800,000

  • 3 Beds
  • 3 Baths
  • 2,072 Sq Ft

  76 Cowles Rd, Woodbury, CT 06798

  Rare opportunity to own a spectacular 40-acre estate designed for exceptional horse care, training, and country living-while also offering the flexibility to create an exclusive private escape tucked away from it all. This remarkable property features a 150' x 80' indoor riding arena with excellent lighting and three overhead doors, along with an immaculate 9-stall barn complete with concrete

  

  Pam Famiglietti

  William Raveis Real Estate

  (475) 252-8273

  76 Cowles Rd, Woodbury, CT 06798
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  /43

  $1,600

  Total Monthly Price

  • 1 Bed
  • 1 Bath
  • 600 Sq Ft
  • Condo for Rent

  31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798

  Impeccable large 2nd floor end unit, bright, cheerful and safe location with beautiful views. Freshly painted and professionally cleaned with new carpeting throughout. Rent includes heat, hot water and appliances. Tenant pays electric, cable/internet, renters insurance. Trash and recycling services and all grounds maintenance also included. New mini blinds throughout. Neighborhood is quiet and

  31 Pilgrim Trail Unit 31-5 PILGRIM TRAIL, Woodbury, CT 06798
• 

  $390,000

  Sold Mar 31, 2026

  142 Washington Rd, Woodbury, CT 06798

  • 2 Beds
  • 1 Bath
  • 1,340 Sq Ft
  • Built 1955

  Last Sold Summary

  • 3% Above List Price
  • $291/SF
  • 44 Days On Market

  Current Estimated Value $380,743

  Last Listing Agent Mary Ann Bennett Drakeley Real Estate, Inc.

  142 Washington Rd, Woodbury, CT 06798
• 

  Est $307,713

  Not Listed For Sale

  3 Woodbury Place Unit 3, Woodbury, CT 06798

  • 2 Beds
  • 1.5 Baths
  • 1,025 Sq Ft
  • Built 1979

  3 Woodbury Place Unit 3, Woodbury, CT 06798

  Last Sold Summary

  • 4% Above List Price
  • $288/SF
  • 29 Days On Market

  • Last Sold Price $295,000
  • May 15, 2025

  Last Listing Agent Katherine Parlato Drakeley Real Estate, Inc.
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  /24

  $299,000

  $11K PRICE DROP

  • 2 Beds
  • 2.5 Baths
  • 1,916 Sq Ft

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798

  Welcome to this light-filled and beautifully maintained townhome in the highly sought-after Woodlake community in Woodbury. Spanning three levels, this inviting home offers a rare blend of space, comfort, and seasonal views of Wood Lake. The main level features a spacious living and dining area anchored by a striking floor-to-ceiling fireplace, enhanced with a wood-burning insert (2021). Sliding

  Henrik K Kjaer Keller Williams Realty

  54 Clubhouse Dr Unit 54, Woodbury, CT 06798
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  /37

  $30,000 Per Month

  • 3 Beds
  • 2.5 Baths
  • 3,282 Sq Ft
  • House for Rent

  28 Leavenworth Rd, Woodbury, CT 06798

  STUNNING MEMORIAL DAY - LABOR DAY RENTAL with POOL and TENNIS COURT (with lights). Enjoy a month or all summer at this resort-style escape with newly renovated interior and incredible entertaining space indoors and out. Extraordinary cook's kitchen with breakfast nook opens into an expansive sun-filled room overlooking lawns, tennis court and pool. Updated bedrooms and bathrooms provide a

  Diana Bisselle William Pitt Sotheby's Int'l

  28 Leavenworth Rd, Woodbury, CT 06798
• 

  $660,000

  Sold Feb 05, 2026

  38 Barnhill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2.5 Baths
  • 2,835 Sq Ft
  • Built 1986

  Last Sold Summary

  • 5% Below List Price
  • $233/SF
  • 134 Days On Market

  Current Estimated Value $673,616

  Last Listing Agent Donna Bannon BHGRE Gaetano Marra Homes

  38 Barnhill Rd, Woodbury, CT 06798
• 

  Not Listed For Sale

  31 Woods Way Unit 31, Woodbury, CT 06798

  • 2 Beds
  • 2 Baths
  • 1,582 Sq Ft
  • Built 1980

  31 Woods Way Unit 31, Woodbury, CT 06798

  Last Sold Summary

  • $164/SF
  • 213 Days On Market

  • Last Sold Price $260,000
  • Apr 01, 2025

  Last Listing Agent Eli Carneiro William Raveis Real Estate
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  /39

  $1,100,000

  • 4 Beds
  • 2.5 Baths
  • 3,545 Sq Ft

  45 N Gate Rd, Woodbury, CT 06798

  Welcome to Woodbury, a quintessential New England town. This house is located in a very desirable neighborhood, just north of the town center. An inviting covered front porch will greet you. This leads to a 2 story foyer and an open floor plan opens up in front of you! To the left is a formal LR/Den. (cozy up with a good book) To the right is formal Dining Room with a trey ceiling, seats 8-10

  Jeff Colt Showcase Realty, Inc.

  45 N Gate Rd, Woodbury, CT 06798
• 

  

  /13

  $1,600 Per Month

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft
  • House for Rent

  34 Arrowhead Way Unit A1, Woodbury, CT 06798

  Well-maintained first-floor end unit featuring a bright living room with beautiful built-in bookshelves, a cozy galley kitchen, and a spacious bedroom. Rent includes heat, hot water, and electricity for added convenience. Located in the Quassuk Heights community, this home offers easy living with plenty of parking, on-site laundry, lower-level storage, and easy walkways from parking to unit.

  Tim Drakeley Drakeley Real Estate, Inc.

  34 Arrowhead Way Unit A1, Woodbury, CT 06798
• 

  $350,000

  Sold Aug 08, 2025

  306 Upper Grassy Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2 Baths
  • 1,936 Sq Ft
  • Built 1964

  Last Sold Summary

  • $181/SF
  • 6 Days On Market

  Current Estimated Value $376,889

  Last Listing Agent Shawna Mucherino Coldwell Banker Realty

  306 Upper Grassy Hill Rd, Woodbury, CT 06798
• 

  Est $690,060

  Not Listed For Sale

  785 Washington Rd, Woodbury, CT 06798

  • 3 Beds
  • 6 Baths
  • 8,747 Sq Ft
  • Built 1982

  785 Washington Rd, Woodbury, CT 06798

  Last Sold Summary

  • 2% Above List Price
  • $77/SF
  • 371 Days On Market

  • Last Sold Price $675,000
  • Aug 30, 2024

  Last Listing Agent Jeff Boucher Drakeley Real Estate, Inc.
• 

  

  /40

  $649,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,264 Sq Ft

  13 Park Ln, Woodbury, CT 06798

  Set on a picturesque lot with mature landscaping and gorgeous outdoor spaces, this beautifully maintained home offers a flexible layout designed for both entertaining and everyday living. The front entry opens to a bright and inviting living room with built-ins and gas fireplace. The kitchen blends style and function with granite countertops, stainless appliances, and a natural flow into the

  Michael Wright RE/MAX Right Choice

  13 Park Ln, Woodbury, CT 06798
• 

  

  /9

  $2,200 Per Month

  • 2 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  17 Pleasant St, Woodbury, CT 06798

  This darling little cottage style cape is in the center of Woodbury's Historic District. Recently painted inside and out, new roof, No smokers, no pets. Good credit a must!(700 FICO) Year lease. Landlord maintains lawn care and snow removal. Tenant pays all utilities!

  Sindy Butkus Klemm Real Estate Inc

  17 Pleasant St, Woodbury, CT 06798
• 

  $465,000

  Sold Sep 23, 2025

  9 Nettleton Hollow Rd, Bethlehem, CT 06751

  • 3 Beds
  • 2.5 Baths
  • 2,034 Sq Ft
  • Built 1978

  Last Sold Summary

  • 3% Below List Price
  • $229/SF
  • 73 Days On Market

  Current Estimated Value $478,465

  Last Listing Agent Matthew Egan Regency Real Estate, LLC

  9 Nettleton Hollow Rd, Bethlehem, CT 06751
• 

  Not Listed For Sale

  0 Mill Rd, Woodbury, CT 06798

  0 Mill Rd, Woodbury, CT 06798

  Last Sold Summary

  • $0/SF
  • 54 Days On Market

  • Last Sold Price $55,000
  • Mar 21, 2024

  Last Listing Agent Jason Arcuri eXp Realty
• 

  

  /40

  $699,000

  Under Contract

  • 4 Beds
  • 2.5 Baths
  • 2,849 Sq Ft

  54 Bear Run, Woodbury, CT 06798

  HIGHEST & BEST OFFERS DUE BY NOON ON MONDAY, 4/13/26 - Fantastic opportunity to own this beautifully maintained 4-bedroom, 2.5-bath Colonial on lovely cul-de-sac neighborhood, privately set back on a wooded lot which backs up to Land Trust in sought-after Bear Run Estates. Proudly offered by its original owners, this home features numerous updates including a high-efficiency propane furnace

  Becky Hood William Pitt Sotheby's Int'l

  54 Bear Run, Woodbury, CT 06798
• 

  

  /15

  $2,600 Per Month

  • 3 Beds
  • 2 Baths
  • 2,630 Sq Ft
  • House for Rent

  25 Elephant Rock Rd, Woodbury, CT 06798

  Welcome to this 3BR/2BA rental located on a quiet cul-de-sac, conveniently close to shopping, dining, and major routes. The living space is anchored by a charming fireplace, perfect for cozy winter evenings, while the warmer months invite you outdoors to a private patio and serene backyard framed by mature trees and lush landscaping-an ideal setting for relaxing or entertaining. Enjoy the ease of

  Ashley Russell Kiwi Homes

  25 Elephant Rock Rd, Woodbury, CT 06798
• 

  $765,000

  Sold Jul 29, 2025

  3 Inwood Ln, Woodbury, CT 06798

  • 4 Beds
  • 4 Baths
  • 3,330 Sq Ft
  • Built 1986

  Last Sold Summary

  • 13% Below List Price
  • $230/SF
  • 58 Days On Market

  Current Estimated Value $795,351

  Last Listing Agent Elizabeth Newnham William Pitt Sotheby's Int'l

  3 Inwood Ln, Woodbury, CT 06798
• 

  Est $882,965

  Not Listed For Sale

  17 Birchwood Ln, Woodbury, CT 06798

  • 3 Beds
  • 3 Baths
  • 3,283 Sq Ft
  • Built 2008

  17 Birchwood Ln, Woodbury, CT 06798

  Last Sold Summary

  • 2% Below List Price
  • $276/SF
  • 80 Days On Market

  • Last Sold Price $905,000
  • Mar 28, 2025

  Last Listing Agent Christian Jensen William Pitt
• 

  

  /40

  $799,000

  • 4 Beds
  • 3 Baths
  • 2,448 Sq Ft

  92 Minortown Rd, Woodbury, CT 06798

  Charming Gentleman's Farm on 5.76 Acres. Welcome to this beautifully maintained gentleman's farm, perfectly set on 5.76 level acres of open pasture and riding space. Ideal for horse enthusiasts, the property features four barns with a total of 10 stalls, two wash stalls, and a 20x60 meter riding arena with quality stone dust and sand footing. The grounds offer a wonderful mix of functionality and

  Heather Crabtree RE/MAX RISE

  92 Minortown Rd, Woodbury, CT 06798
• 

  

  /22

  $2,000 Per Month

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • House for Rent

  4 Weekeepeemee Rd, Woodbury, CT 06798

  Large bright, natural light filled apartment. Second floor with front and back private porches. Living room is very spacious with built ins. Hard wood flooring. Freshly painted - Ready for immediate occupancy. This is a second floor unit. Rear yard is recently cleared and seeded for all tenants to enjoy. Square footage is approximate. Preference is no pets, but will discuss on case by case basis.

  Mary Ann Bennett Drakeley Real Estate, Inc.

  4 Weekeepeemee Rd, Woodbury, CT 06798
• 

  $530,000

  Sold May 01, 2026

  31 McVeigh Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 2,256 Sq Ft
  • Built 1987

  Last Sold Summary

  • 12% Below List Price
  • $235/SF
  • 211 Days On Market

  Current Estimated Value $560,691

  Last Listing Agent Jennifer Bundock Coldwell Banker Realty

  31 McVeigh Rd, Woodbury, CT 06798
• 

  Est $1,301,030

  Not Listed For Sale

  17 Gate Post Ln, Woodbury, CT 06798

  • 4 Beds
  • 4.5 Baths
  • 5,694 Sq Ft
  • Built 1998

  17 Gate Post Ln, Woodbury, CT 06798

  Last Sold Summary

  • 4% Above List Price
  • $220/SF
  • 48 Days On Market

  • Last Sold Price $1,250,000
  • Oct 25, 2023

  Last Listing Agent Russell Antonacci Realtyworx, LLC
• 

  

  /24

  $289,000

  $30K PRICE DROP

  • 2 Beds
  • 3 Baths
  • 1,059 Sq Ft

  3 Tamarack Ln Unit 3, Woodbury, CT 06798

  Welcome to this well-maintained condo offering comfortable living in a desirable Woodbury location. This inviting unit features a bright and open layout with spacious living areas, an updated kitchen, and generously sized bedrooms. Enjoy the ample storage and a private outdoor space perfect for relaxing or entertaining. Nestled in a quiet, well-kept complex close to local shops, dining, and major

  Stephen Mele Houlihan Lawrence

  3 Tamarack Ln Unit 3, Woodbury, CT 06798
• 

  

  /14

  $1,400 Per Month

  • 1 Bed
  • 1 Bath
  • 546 Sq Ft
  • House for Rent

  16 Pilgrim Trail Unit F8, Woodbury, CT 06798

  Cozy one-bedroom end unit on the second floor featuring hardwood floors and plenty of natural light. Coin-operated laundry available in the complex. Heat and hot water are included. No pets, no smoking. Available May 1st. Credit check required. Convenient one-level living in a quiet Woodbury community, just minutes from Woodbury center, shopping, and restaurants.

  David Landau RE/MAX Right Choice

  16 Pilgrim Trail Unit F8, Woodbury, CT 06798
• 

  $595,000

  Sold Nov 03, 2025

  90 Railtree Hill Rd, Woodbury, CT 06798

  • 3 Beds
  • 2 Baths
  • 2,772 Sq Ft
  • Built 1983

  Last Sold Summary

  • 6% Above List Price
  • $215/SF
  • 28 Days On Market

  Current Estimated Value $598,923

  Last Listing Agent Matthew Amatruda Drakeley Real Estate, Inc.

  90 Railtree Hill Rd, Woodbury, CT 06798
• 

  Est $511,952

  Not Listed For Sale

  990 Washington Rd, Woodbury, CT 06798

  • 4 Beds
  • 2.5 Baths
  • 1,847 Sq Ft
  • Built 2006

  990 Washington Rd, Woodbury, CT 06798

  Last Sold Summary

  • 16% Above List Price
  • $238/SF
  • 85 Days On Market

  • Last Sold Price $440,000
  • Sep 13, 2024

  Last Listing Agent Pam Famiglietti William Raveis Real Estate

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